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Polybenzimidazole compound with pendant group containing fluorine, and preparation method thereof

A technology of polybenzimidazole and benzimidazole is applied in the field of polybenzimidazole compounds and their preparation, which can solve the problems of performance and battery performance decline, fracture, etc., and achieves improved solubility, good process controllability, and broad application. Foreground effect

Active Publication Date: 2018-11-06
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chemical oxidative degradation will cause the scission of polymer molecular chains, which will degrade the performance of membrane and battery

Method used

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  • Polybenzimidazole compound with pendant group containing fluorine, and preparation method thereof
  • Polybenzimidazole compound with pendant group containing fluorine, and preparation method thereof
  • Polybenzimidazole compound with pendant group containing fluorine, and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] The ratio of raw materials used is as follows:

[0054]

[0055] Preparation method of polybenzimidazole compound modified film containing fluorine side groups:

[0056] (1) Mix 1mL of glacial acetic acid and 300mL of 0.02mol / L copper acetate solution in a round bottom flask evenly, heat to 100°C under vigorous stirring, then quickly add 0.8g of NaOH (flaky) into the boiling solution After the reaction, a large amount of black precipitates were generated, and after centrifugation, washing and other post-treatments, the heterogeneous catalyst nano-CuO was obtained.

[0057] (2) Dissolve the synthesized poly(2,2'-m-phenylene-5,5'-benzimidazole) (PBI-ph) in N,N-dimethylacetamide (DMAc) to prepare PBI-ph Solution, add polybenzimidazole 2g in every 100mL DMAc.

[0058] (3) Add catalyst nano-CuO, p-chlorobenzotrifluoride, anhydrous potassium carbonate to the PBI-ph solution obtained in step (2) at normal temperature, gradually heat up to 120° C., condense and reflux for ...

Embodiment 2

[0070] The ratio of raw materials used is as follows:

[0071]

[0072] Preparation method of polybenzimidazole compound modified film containing fluorine side groups:

[0073] (1) Mix 1mL of glacial acetic acid and 300mL of 0.02mol / L copper acetate solution in a round bottom flask evenly, heat to 100°C under vigorous stirring, then quickly add 0.8g of NaOH (flaky) into the boiling solution After the reaction, a large amount of black precipitates were generated, and after centrifugation, washing and other post-treatments, the heterogeneous catalyst nano-CuO was obtained.

[0074] (2) Dissolve the synthesized poly(2,2'-m-phenylene-5,5'-benzimidazole) (PBI-ph) in N-methylpyrrolidone (NMP) to prepare PBI-ph solution, each 100mL Add 2 g of polybenzimidazole to NMP.

[0075] (3) Add catalyst nano-CuO, p-chlorobenzotrifluoride, and anhydrous potassium carbonate to the PBI-ph solution obtained in step (2) at room temperature, gradually heat up to 120° C., condense and reflux for...

Embodiment 3

[0079] The ratio of raw materials used is as follows:

[0080]

[0081]

[0082] Preparation method of polybenzimidazole compound modified film containing fluorine side groups:

[0083] (1) Mix 1mL of glacial acetic acid and 300mL of 0.02mol / L copper acetate solution in a round bottom flask evenly, heat to 100°C under vigorous stirring, then quickly add 0.8g of NaOH (flaky) into the boiling solution After the reaction, a large amount of black precipitates were generated, and after centrifugation, washing and other post-treatments, the heterogeneous catalyst nano-CuO was obtained.

[0084] (2) Dissolve the synthesized poly(2,2'-p-phenylene-5,5'-benzimidazole) (PBI-oct) in N,N-dimethylacetamide (DMAc) to prepare PBI-ph solution, adding 0.5 g of polybenzimidazole per 100 mL of DMAc.

[0085] (3) Add catalyst nano-CuO, p-chlorobenzotrifluoride, and anhydrous sodium carbonate to the PBI-ph solution obtained in step (2) at normal temperature, gradually heat up to 120° C., co...

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Abstract

The invention relates to a polybenzimidazole compound with a pendant group containing fluorine, and a preparation method thereof. The compound is a nitrogen heterocycle polymer formed by using benzimidazole as a main chain structure and substituting H in an N-H group on an imidazole ring with a p-trifluoromethylphenyl group. The preparation method comprises the following steps: 1) dissolving polybenzimidazole in an organic solvent to obtain a PBI solution; and 2) respectively adding p-trifluoromethyl halobenzene, a catalyst and a dehydrogenating agent into the PBI solution, carrying out a condensation refluxing reaction at 110-130 DEG C for 12-24 h, and purifying and drying the obtained reaction product to obtain the polybenzimidazole compound with the pendant group containing fluorine. The polybenzimidazole compound with the pendant group containing fluorine has the advantages of good solubility, excellent chemical stability, high phosphoric acid doping rate, high high-temperature proton conductivity, and broad application prospects in the fields of proton exchange membrane fuel cells, fireproof fibers and high temperature-resistant adhesives.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and relates to a polybenzimidazole compound containing fluorine side groups and a preparation method thereof. Background technique [0002] Polybenzimidazole (PBI) is a macromolecule with benzimidazole as the main repeating unit linked to each other. Its rigid rod-shaped molecular structure endows it with excellent mechanical properties. At the same time, the aromatic structure of benzimidazole also endows it with excellent Thermal stability and chemical stability, so it has broad application prospects in the fields of proton exchange membrane fuel cells, fireproof fibers, and high temperature resistant adhesives. Wherein, in the proton exchange membrane fuel cell field, the factor that restricts its further commercial application, except the high manufacturing cost, also has the durability (being actual service life) of battery (referring to literature W.Vielstich, A.Lamm, & H.A. Gast...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/18
CPCC08G73/18
Inventor 常志宏潘海燕李伟叶
Owner TONGJI UNIV
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