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Bi-(4-hydroxybenzoyl) benzene monomer synthesis method

A technology of hydroxybenzoyl and hydroxybenzoyl, which is applied in the synthesis of semi-crystalline polyaryletherketone bis-benzene monomer and the field of toughness, which can solve the problem that the reaction product is prone to branching and affects the processing and performance of polymers, etc. question

Inactive Publication Date: 2007-04-25
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the presence of ortho active sites in 4,4'-diphenyl ether, the reaction product is prone to branching, which affects the processing and performance of the polymer

Method used

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  • Bi-(4-hydroxybenzoyl) benzene monomer synthesis method
  • Bi-(4-hydroxybenzoyl) benzene monomer synthesis method
  • Bi-(4-hydroxybenzoyl) benzene monomer synthesis method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Preparation of KOH solution: 280g (5mol) KOH was added to 500ml H 2 In a beaker or other container of O, dissolve to obtain an aqueous KOH solution; then 322g (1mol) two-1,4-(4-fluorobenzoyl)-benzene (purchased in the market) and the prepared KOH solution are added to the container Add 1000ml H 2 0 and 1500ml DMSO, stirred and heated to reflux, the stirring speed was controlled at 100-2000 rpm, the temperature of heating and reflux was 100 degrees, and the reflux temperature was maintained for 6h, the reaction solution was cooled to 25 degrees, and vacuum filtered through a Buchner funnel, The degree of vacuum is 18 mm Hg; slowly add concentrated hydrochloric acid to the filtrate, the concentration of concentrated hydrochloric acid is 36%, the rate of addition is controlled within 10ml / min, to ensure that the temperature of the system does not exceed 30 degrees, when the pH of the system reaches 11 When the hydrochloric acid was added, a white precipitate was obtained ...

Embodiment 2

[0026] The method is the same as example 1, 560gKOH is added to 1000mlH 2 O container was dissolved to obtain a KOH solution. Add this solution into the reaction vessel according to the method described in Example 1, stir and heat to reflux, keep the reflux temperature for 12 hours, cool the reaction solution and filter it; slowly add concentrated hydrochloric acid to the filtrate to PH=9, suction filter, A light yellow precipitate was obtained, which was repeatedly washed with water (or hot water) to pH = 7 and dried to obtain the monomer 4-hydroxybenzoyl-4'-fluorobenzophenone with a yield of 88%.

Embodiment 3

[0028] The method is the same as example 1, 560gKOH is added to 1000mlH 2 O container was dissolved to obtain a KOH solution. This solution was added to the reaction vessel according to the method described in Example 1, stirred and heated to reflux, and the reflux temperature was maintained for 8 hours, and the reaction solution was cooled and filtered; hydrochloric acid was slowly added to the filtrate to adjust the pH to 7, and suction filtered. Obtain white (or pale yellow precipitate), wash the precipitate repeatedly with water (or use hot water) to PH=7, dry to obtain monomer bis-1,4-(4-hydroxybenzoyl)-benzene with a yield of 85 %.

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Abstract

The invention discloses a synthesizing technique of flexible semi-crystallizing polyaryletheretherketone di-(4-hydroxy benzoyl) benzene monomer with repeating unit structure (PEKK), which is characterized by the following: adding di-(4-halogeno-benzene formyl)-benzene, KOH or NaOH, H2O or demeso composite solvent or composite solvent of H2O and cyclobutyl in the container with mechanic stirrer and condenser; heating to reflux; reacting for 4-24h to obtain diphenolate solution; cooling; filtering; dripping alcaine in the filtrate; obtaining white solid when the pH value is below 7; washing reciprocally until the pH value of distilled water is 7; drying to obtain the product.

Description

technical field [0001] The invention belongs to the field of macromolecular materials, and in particular relates to a synthesis technique of toughness and semi-crystalline polyaryletherketone bis-(4-hydroxybenzoyl)benzene monomer. This type of polyaryletherketone monomer has (-O -Ph-CO-Ph-CO-Ph-) repeat unit structure (PEKK). Background technique [0002] Polyaryletherketone (PAEK) is suitable for aerospace, nuclear power, military, machinery, automobile, electronics, etc. , healthcare and other industries. Its chemical composition contains ether and ketone groups combined with phenyl groups in different order. There are two main methods for synthesizing PAEK resins: the first method is a nucleophilic aryl substitution reaction, using bisphenols and active bisfluoroaromatics as the monomers of the structural units generated by the polycondensation reaction; the second method is The electrophilic aryl substitution reaction uses aromatic diacyl chlorides and active benzoare...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/83C07C49/807C07C45/64C08G65/40
Inventor 周宏伟陈春海党国栋
Owner JILIN UNIV
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