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Biology base benzoxazine containing double bond active functional groups and preparation method thereof

A technology of active functional group and benzoxazine, which is applied in the field of benzoxazine and its preparation, achieves the effects of high yield, improved heat resistance and glass transition temperature, and simple process

Inactive Publication Date: 2017-12-12
SOUTHWEST PETROLEUM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the heat resistance and glass transition temperature of the existing oxazine resins need to be improved, so as to improve the heat resistance and burning resistance of high-performance structural materials and ablation-resistant materials

Method used

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  • Biology base benzoxazine containing double bond active functional groups and preparation method thereof
  • Biology base benzoxazine containing double bond active functional groups and preparation method thereof
  • Biology base benzoxazine containing double bond active functional groups and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] At room temperature, bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyphenyl)ethylene, furfurylamine and paraformaldehyde were added to a round-bottomed flask filled with solvent toluene. The molar ratio of phenol, furfurylamine and paraformaldehyde is 1:2:4.1, heat and reflux for water separation for 2 days, after the reaction is complete, extract and dry, and separate by column chromatography to obtain bio-based benzoxazine containing double bond active functional groups monomer. The reaction principle is:

[0032]

[0033] Pour the above-prepared benzoxazine monomer into a circular aluminum mold, place it in an electric heating constant temperature drying oven, and cure it in stages at different temperatures to obtain ring-opening polymerized polybenzoxazine. The heating and curing process is as follows: first Heat up to 180°C for 2 hours, then heat up to 200°C for 2 hours, and finally heat up to 220°C for 2 hours.

Embodiment 2

[0035] At room temperature, bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyphenyl)ethylene, furfurylamine and paraformaldehyde were added to a round-bottomed flask filled with solvent toluene. The molar ratio of phenol, furfurylamine and paraformaldehyde is 1:2:4.4, the temperature of the oil bath is raised to 130°C, heated to reflux for water separation reaction for 3 days, after reaching the theoretical water production of 1.3ml, extract with ethyl acetate, Washing with 10% sodium hydroxide aqueous solution, distilled water and saturated saline successively, drying with anhydrous sodium sulfate, and separating by column chromatography to obtain bio-based benzoxazine monomers containing double bond active functional groups.

[0036] Pour the above-prepared benzoxazine monomer into a circular aluminum mold, place it in an electric heating constant temperature drying oven, and cure it in stages at different temperatures to obtain ring-opening polymerized polybenzoxazine. The heating a...

Embodiment 3

[0038] At room temperature, add 5g of bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyphenyl)ethylene and 2.32g of paraformaldehyde into a 100mL round bottom flask filled with 60mL of toluene solvent , and then dropwise added 3.4ml furfurylamine, the temperature of the oil bath was raised to 130°C, and heated to reflux for water separation for 2 days. Washing with distilled water and saturated saline, drying with anhydrous sodium sulfate, and separating by column chromatography to obtain a bio-based benzoxazine monomer containing a double bond active functional group.

[0039]Weigh 20g of benzoxazine monomer, put it into a round aluminum mold with a diameter of 10cm, place it in an electric constant temperature drying oven, and heat it up to make it solidify. 3h, then heat curing at 200°C for 3h, and finally heat curing at 220°C for 3h to obtain ring-opening polymerized polybenzoxazine.

[0040] The benzoxazine monomer and polybenzoxazine prepared in Examples 1, 2 and 3 were subject...

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Abstract

The invention discloses biology base benzoxazine containing double bond active functional groups. Bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyl phenyl)ethylene, primary amine compounds and formaldehyde compounds react to generate the benzoxazine. Bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyl phenyl)ethylene is obtained by causing reproducible vanillin to undergo Mcmurry coupling reaction. The method for preparing benzoxazine comprises the steps of adding bisphenol (E)-1,2-bis(3-methoxy-4-hydroxyl phenyl)ethylene, the primary amine compounds and the formaldehyde compounds into a round-bottom flask containing solvent benzene or toluene, performing heating reflux water diversion reaction, performing extraction and drying, and performing column chromatography isolation to obtain the product. The benzoxazine has high thermal stability and high residual carbon rate, can be used alone as a monomer or mixed with other benzoxazine monomers or phenolic resin or epoxy resin for use, and an obtained cured product is good in heat resistance and can be used for the fields of high-performance structural materials, ablation-resistant materials and electronic packaging materials.

Description

technical field [0001] The invention belongs to the technical field of organic polymer materials, and in particular relates to a bio-based derived benzoxazine containing a double bond functional group and a preparation method thereof. Background technique [0002] Benzoxazine is a new type of resin developed on the basis of traditional phenolic resin. It is a six-membered heterocyclic compound obtained by Mannich condensation reaction of phenols, formaldehyde or paraformaldehyde, and primary amines. Compared with other thermosetting resins (such as epoxy resins, phenolic resins, bismaleimide resins, etc.), benzoxazine resins produced by high-temperature ring-opening polymerization, benzoxazine resins not only have traditional Phenolic resin has high temperature resistance, flame retardancy, good dielectric properties and mechanical properties, and also has high carbon residue rate, high glass transition temperature, good dimensional stability, no catalyst required in the cu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/14C07D265/16C08G14/06
CPCC07D265/16C07D413/14C08G14/06
Inventor 李辉李云涛代友勋赵春霞
Owner SOUTHWEST PETROLEUM UNIV
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