Synthesis of diazofluorenyl aromatic diacid monomer and its polybenzimidazole polymer

A polybenzimidazole and polymer technology, applied in the direction of organic chemistry, can solve the problems of limited application range, poor solubility, difficult processing, etc., achieve good solubility, facilitate penetration, and improve processability

CN106045992BActive Publication Date: 2020-04-24LANZHOU UNIVERSITY
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Publication Date
2020-04-24

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Abstract

The invention belongs to the field of high polymer materials, and particularly relates to a PBI (polybenzimidazole) polymer with a diazafluorene based Cardo type structure. A novel diacid monomer with the diazafluorene based Cardo structure, namely, 9,9-bis(4-carboxyphenyl)-4,5-diazafluorene, is designed and synthesized firstly; the diacid monomer and a tetramine monomer PTPA (2,6-bis(3,4-diamino)phenyl-4-phenylpyridine) are taken as raw materials, polyphosphoric acid containing P2O5 with concentration higher than or equal to 85% is taken as a solvent, and the PBI polymer with a Cardo non-coplanar structure in a main chain is synthesized with a programmed temperature rising method. The novel PBI polymer with good solubility, good mechanical properties and excellent heat-resistant stability is designed and prepared.
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Description

technical field

[0001] The invention belongs to the field of polymer materials, and in particular relates to a 9,9-bis(4-carboxyphenyl)-4,5-diazofluorene-containing cardo-type aromatic diazolic acid and its polybenzimidazole polymer Synthesis. Background technique

[0002] Polybenzimidazole is a rigid polymer containing a five-membered heterocyclic ring. It has excellent radiation resistance, heat resistance, chemical corrosion resistance and good mechanical properties. It has been widely used in machinery, electronics, automobiles and aerospace, etc. In the field of cutting-edge technology, compared with other high temperature resistant resin materials, it has higher heat resistance level and mechanical strength. At present, the commercialized polybenzimidazoles are mainly m-PBI, p-PBI and ab-PBI, but these commercialized polybenzimidazoles have poor solubility, high melting point, and great processing difficulty. limits its scope of application. Therefore, it is of grea...

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Embodiment Construction

[0018] Below in conjunction with accompanying drawing, technical scheme of the present invention is described further:

[0019] The invention provides a diacid monomer containing a Cardo structure: the structural formula of 9,9-bis(4-carboxyphenyl)-4,5-diazofluorene is:

[0020]

[0021] The synthesis method of 9,9-bis(4-carboxyphenyl)-4,5-diazofluorene designed in the present invention is as follows: add 13.3 g (0.07mol) 4,5 -diazofluoren-9-one, 134.3 g (1.4mol) toluene and 137.2 g (1.4mol) concentration of 98% concentrated sulfuric acid, 100 o C was stirred and refluxed for 24 h. After the reaction was completed, the mixed solution was poured into 500 ml deionized water. After stirring for 30 min, a white solid was precipitated in the solution, filtered, washed with water, and washed for 60 o C obtained the crude product after vacuum drying, and the crude product was recrystallized with ethanol to obtain white needle-like crystals.

[0022] Add 5 g of white needle-like ...