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Preparation method of arylboronic acid catechol ester modified phenolic resin

A technology of catechol aryl borate and catechol ester, 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, high thermal stability, improve the effect of curing process

Active Publication Date: 2016-09-07
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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  • Preparation method of arylboronic acid catechol ester modified phenolic resin
  • Preparation method of arylboronic acid catechol ester modified phenolic resin
  • Preparation method of arylboronic acid catechol ester modified phenolic resin

Examples

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, 2.00g of phenylboronic acid and 1.80g of catechol were added to a four-neck flask equipped with a stirring paddle, a thermometer, a thermocouple and a condenser tube, and 90mL of toluene was added as a solvent and a water-carrying agent, and stirred to make the contents of the bottle Mix well, heat up to 110°C, and reflux for 4 hours. Water produced in the reaction was separated using a Dean-Stark apparatus during reflux.

[0032] Step 2: Slowly cool the reaction to room temperature. The remaining solvent was removed by vacuum distillation to obtain a white solid. After recrystallization, pure catechol aryl borate compound was obtained.

[0033]Step 3: Add the catechol aryl borate compound prepared in Step 2 to the thermosetting phenolic resin, grind it evenly, then transfer it to a petri dish covered with a polytetrafluoroethylene film, and place it in a vacuum oven for curing. Stepwise...

Embodiment 2

[0039] Step 1: According to the molar ratio of boric acid:catechol=1:1. First, add 2.00g of boric acid and 1.12g of catechol into a four-necked flask equipped with a stirring paddle, a thermometer, a thermocouple and a condenser tube, add 90mL of toluene as a solvent and a water-carrying agent, and stir to mix the materials in the bottle evenly , heated up to 110°C, and refluxed for 12h. Water produced in the reaction was separated using a Dean-Stark apparatus during reflux.

[0040] Step 2: Slowly cool the reaction to room temperature. The remaining solvent was removed by vacuum distillation to obtain a gray solid. After recrystallization, pure boric acid catechol ester compound was obtained.

[0041] Step 3: Add the boric acid catechol ester compound prepared in Step 2 to the thermosetting phenolic resin, grind it evenly, then transfer it to a petri dish covered with a polytetrafluoroethylene film, and place it in a vacuum oven for curing. Stepwise heating is adopted, sp...

Embodiment 3

[0043] Step 1: According to the molar ratio of 4-hydroxymethylphenylboronic acid:catechol=1:1. First, 2.00g of 4-hydroxymethylbenzeneboronic acid and 1.45g of catechol were added to a four-necked flask equipped with a stirring paddle, a thermometer, a thermocouple and a condenser tube, and 80mL of toluene was added as a solvent and a water-carrying agent, and stirred Mix the materials in the bottle evenly, raise the temperature to 110°C, and reflux for 12 hours. Water produced in the reaction was separated using a Dean-Stark apparatus during reflux.

[0044] Step 2: After the reaction is complete, slowly cool to room temperature. The remaining solvent was removed by vacuum distillation to obtain a gray solid. After recrystallization, pure catechol aryl borate compound was obtained.

[0045] Step 3: Add the catechol aryl borate compound prepared in Step 2 to the thermosetting phenolic resin, grind it evenly, then transfer it to a petri dish covered with a polytetrafluoroethy...

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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 in particular relates to a preparation method of catechol aryl boric acid ester modified phenolic resin. Background technique [0002] As a typical thermosetting resin, phenolic resin (PR) plays an important role in the fields of aerospace advanced composite materials, coatings, adhesives, wear-resistant materials and flame-retardant materials. A modification method emerged at the historic moment, 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 valued areas of research. [0003] Among the many modification methods for PR, remarkable effects have been achieved by introducing boronic acid and its derivatives into PR. Whether boric acid, boron carbide, zirconium boride, hafnium boride, or phenylboronic acid and its deriva...

Claims

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Application Information

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Patent Type & Authority Applications(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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