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Bisphenol monomer containing bi-tert-butyl and fluorenyl structure, and preparation method and application thereof

A technology of bis-tert-butyl and tert-butyl phenyl, which is applied to bisphenol monomer and its preparation and application fields, can solve problems such as unfavorable industrialized practical application, and achieve excellent thermal and mechanical properties, high yield, and ease of use. The effect of purification and separation

Active Publication Date: 2013-09-04
HUAWEI TEHCHNOLOGIES CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis of related aromatic monomers containing tert-butyl structure is usually difficult and requires multi-step organic reactions to complete, which is not conducive to industrial practical application

Method used

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  • Bisphenol monomer containing bi-tert-butyl and fluorenyl structure, and preparation method and application thereof
  • Bisphenol monomer containing bi-tert-butyl and fluorenyl structure, and preparation method and application thereof
  • Bisphenol monomer containing bi-tert-butyl and fluorenyl structure, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of 9,9-bis(4-hydroxy-3-tert-butylphenyl)fluorene:

[0024] Under nitrogen protection, 18.02g (0.10mol) 9-fluorenone and 45.07g (0.3mol) 2-tert-butylphenol were added to a 250ml three-necked flask, stirred at room temperature until 9-fluorenone was dissolved, and then respectively Slowly add 1g (0.01mol) of 98% concentrated sulfuric acid and 0.11g (0.001mol) of 3-mercaptopropionic acid, react at 30-40°C for 0.5h, continue to react at 50-60°C for 4h, and transfer the reaction product to ethanol and In a mixed solvent of water (the volume ratio of ethanol and water is 5:1), fully stir, precipitate, filter, and further use toluene to recrystallize to obtain a white powdery solid, that is, bis-tert-butyl and fluorenyl-containing bis-tert-butyl Phenolic monomer, 9,9-bis(4-hydroxy-3-tert-butylphenyl)fluorene.

[0025] The yield is 83% (obtained by the ratio of the mass of bisphenol monomer obtained in practice to the mass of bisphenol monomer obtained in theory), ...

Embodiment 2

[0034] Preparation of 9,9-bis(4-hydroxy-3-tert-butylphenyl)fluorene:

[0035] Under nitrogen protection, 25.23g (0.14mol) 9-fluorenone and 45.07g (0.3mol) 2-tert-butylphenol were added to a 250ml three-necked flask, stirred at room temperature until 9-fluorenone was dissolved, and then respectively Slowly add 4.2g (0.042mol) of 98% concentrated sulfuric acid and 0.44g (0.0042mol) 3-mercaptopropionic acid, react at 30-40°C for 0.5h, continue to react at 50-60°C for 6h, and transfer the reaction product into a mixed solvent of ethanol and water (the volume ratio of ethanol and water is 2:1), fully stirred, precipitated and filtered, and further recrystallized with toluene to obtain a white powdery solid, that is, bis-tert-butyl and fluorenyl structure Bisphenol monomer 9,9-bis(4-hydroxy-3-tert-butylphenyl)fluorene.

[0036] The yield is 81% (obtained by the ratio of the mass of bisphenol monomer obtained in practice to the mass of bisphenol monomer obtained in theory),

[0037...

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Abstract

The invention relates to a bisphenol monomer containing a bi-tert-butyl and fluorenyl structure. The bisphenol monomer is 9, 9-bi(4-hydroxyl-3-tert-butyl phenyl) fluorine. The monomer is simple in a synthetic route, high in yield, easy to purify, stable at the room temperature and can be used for preparing fluorine-contained polyarylether. The bisphenol monomer containing the bi-tert-butyl and fluorenyl structure is prepared by the following steps of: reacting reactants 2-tert butyl phenol and 9-fluorenone in the presence of an acid catalyst, transferring a product into a mixed solvent of ethanol and water, carrying out suction filtering, and further recrystallizing to obtain the target product. The bisphenol monomer containing the bi-tert-butyl and fluorenyl structure is used for preparing the fluorine-contained polyarylether. The prepared polyarylether has good dissolving film forming property, excellent thermal property and low dielectric constant.

Description

technical field [0001] The invention belongs to the field of bisphenol compounds and their preparation and application, in particular to a bisphenol monomer containing bis-tert-butyl and fluorenyl structures and its preparation and application. Background technique [0002] Polyarylether aromatic polymers containing fluorenyl structures are an important class of high-performance polymers, and have potential applications in the fields of high-temperature resistant structural materials, optical thin films, gas separation membranes, and fuel cell proton exchange membranes. Fluorene-containing bisphenols are key monomers for the preparation of fluorene-containing aromatic polymers. At present, the commercialized fluorene-containing bisphenols are mainly 9,9-bis(4-hydroxy-phenyl)fluorene, which has a single variety, so further development of new Cheap fluorene bisphenol-containing monomers are very valuable research work. [0003] Aromatic polymers containing tert-butyl structur...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C39/17C07C37/20C08G63/40
Inventor 汪称意赵晓燕
Owner HUAWEI TEHCHNOLOGIES CO LTD
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