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A kind of preparation method of aryl boric acid catechol ester modified phenolic resin

A technology of catechol aryl borate and phenolic resin, which is applied in the field of preparation of catechol aryl borate modified phenolic resin, can solve the problems of unstable product quality and high curing temperature, and achieve excellent storage stability properties, high thermal stability, improved effect of curing process

Active Publication Date: 2018-01-05
XI AN JIAOTONG UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The purpose of the present invention is to solve the problem of high curing temperature of traditional boron phenolic resin and unstable product quality, and proposes a method for preparing aryl boric acid catechol ester modified phenolic resin. The aryl boric acid obtained by the preparation method Catechol ester modified phenolic resin can balance heat resistance, processability and mechanical properties

Method used

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  • A kind of preparation method of aryl boric acid catechol ester modified phenolic resin
  • A kind of preparation method of aryl boric acid catechol ester modified phenolic resin
  • A kind of preparation method of aryl boric acid catechol ester modified phenolic resin

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Experimental program
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Effect test

Embodiment 1

[0031] Step 1: According to the molar ratio of phenylboronic acid:catechol=1:1. First, add 2.00g of phenylboric acid and 1.80g of catechol to a four-necked flask equipped with a stirring blade, thermometer, thermocouple and condenser, add 90mL of toluene as solvent and water-carrying agent, and stir to make the contents of the bottle Mix well, heat up to 110°C, reflux for 4h. During the reflux process, a Dean-Stark device was used to separate the water produced in the reaction.

[0032] Step 2: Cool the reaction slowly to room temperature. Under vacuum conditions, vacuum distillation was performed to remove the remaining solvent to obtain a white solid. After recrystallization, a pure aryl boronic acid catechol ester compound is obtained.

[0033] Step 3: Add the aryl boronic acid catechol ester compound prepared in step 2 to the thermosetting phenolic resin, grind uniformly, and then transfer to a petri dish covered with a polytetrafluoroethylene film, and place in a vacuum ove...

Embodiment 2

[0039] Step 1: According to the molar ratio of boric acid: catechol=1:1. First, add 2.00g boric acid and 1.12g catechol to a four-necked flask equipped with a stirring blade, thermometer, thermocouple and condenser, add 90mL of toluene as solvent and water-carrying agent, and stir to make the contents of the bottle evenly mixed , The temperature was raised to 110°C, and the reaction was refluxed for 12h. During the reflux process, a Dean-Stark device was used to separate the water produced in the reaction.

[0040] Step 2: Cool the reaction slowly to room temperature. Under vacuum conditions, vacuum distillation was performed to remove the remaining solvent to obtain a gray solid. After recrystallization, a pure boric acid catechol ester compound is obtained.

[0041] Step 3: Add the boric acid catechol ester compound prepared in step 2 to the thermosetting phenolic resin, grind uniformly, and then transfer to a petri dish covered with a polytetrafluoroethylene film, and place i...

Embodiment 3

[0043] Step 1: According to the molar ratio of 4-hydroxymethylphenylboronic acid:catechol=1:1. First, add 2.00 g of 4-hydroxymethyl phenylboronic acid and 1.45 g of catechol to a four-necked flask equipped with a stirring blade, thermometer, thermocouple and condenser, add 80 mL of toluene as a solvent and water-carrying agent, and stir. Mix the contents of the bottle uniformly, heat up to 110°C, and reflux for 12 hours. During the reflux process, a Dean-Stark device was used to separate the water produced in the reaction.

[0044] Step 2: After the reaction is complete, slowly cool to room temperature. Under vacuum conditions, vacuum distillation was performed to remove the remaining solvent to obtain a gray solid. After recrystallization, a pure aryl boronic acid catechol ester compound is obtained.

[0045] Step 3: Add the aryl boronic acid catechol ester compound prepared in step 2 to the thermosetting phenolic resin, grind uniformly, and then transfer to a petri dish covere...

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Abstract

A preparation method of arylboronic acid catechol ester modified phenolic resin comprises the steps that a boric acid catechol ester compound is added to phenolic resin under an inert atmosphere, heat treatment is performed at the temperature of 110 DEG C for 2 hours after even mixing, then curing is performed at the temperature of 160 DEG C for 2-4 hours to obtain the arylboronic acid catechol ester modified phenolic resin, wherein the mass of the boric acid catechol ester is 1-35% of the mass of the phenolic resin. The adverse influence brought by in-situ formation of a boric acid ester structure of an existing boric acid compound modified phenolic resin is overcome, and a composite material curing process is improved, so that a curing product has a compact structure and good properties, and cured resin has high thermal stability. The resin can be used as a high-performance composite material resin matrix, a carbon / carbon composite material, a high-temperature brake material, a frictional material, a heat insulation material, an adhesive, a coating and a flame retardant material and used in other high-tech fields.

Description

Technical field [0001] The invention belongs to the field of new materials, and specifically relates to a preparation method of an aryl borate catechol ester modified phenolic resin. Background technique [0002] As a typical thermosetting resin, phenolic resin (PR) plays an important role in the fields of advanced aerospace composite materials, coatings, adhesives, wear-resistant materials, and flame retardant materials. The development of PR materials with high thermal decomposition temperature and high char formation rate A variety of modification methods have emerged, and with the increasing demand and higher requirements for ablation-resistant resin-based and carbon-based composite materials, the research on the modification of PR has always been of important application value and academic value. Value field of study. [0003] Among the many modification methods for PR, significant effects have been achieved by introducing boric acid and its derivatives into PR. Whether intr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G8/28
CPCC08G8/28
Inventor 井新利王亚楠王淑娟辜朝辉孔军华
Owner XI AN JIAOTONG UNIV
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