Bio-based benzoxazine resin containing furanamide structure and preparation method of bio-based benzoxazine resin

A furanamide and benzoxazine technology is applied in the field of bio-based furanamide structure-containing benzoxazine resin and its preparation, and can solve the problems that thermal properties need to be further improved, daidzein and resveratrol are expensive, and the like, Achieve the effects of low cost, high heat resistance, increased crosslink density and heat resistance

Pending Publication Date: 2021-02-09
SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The benzoxazine resin prepared by the Mannich reaction of bio-based phenolic compounds such as daidzein and resveratrol and furfurylamine has excellent performance, but daidzein and resveratrol are expensive, and their thermal properties are also poor. to be further improved

Method used

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  • Bio-based benzoxazine resin containing furanamide structure and preparation method of bio-based benzoxazine resin
  • Bio-based benzoxazine resin containing furanamide structure and preparation method of bio-based benzoxazine resin
  • Bio-based benzoxazine resin containing furanamide structure and preparation method of bio-based benzoxazine resin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] (1) Preparation of o-furamide structure phenol:

[0043] Add 21.826g (0.2mol) of o-aminophenol and 250mL of DMF into a 500mL three-necked flask equipped with mechanical stirring, a constant pressure dropping funnel, and a thermometer, then place it in an ice-water bath, stir and dissolve until completely transparent, and keep the system temperature at 0°C At ~5°C, start to add 28.72g (0.22mol) of furoyl chloride dropwise, keep the reaction temperature at 0°C~5°C for 24 hours, then add the reaction solution dropwise into ice water to precipitate, filter, and wash the filter cake with water After the filtrate is neutral, the filter cake is dried under vacuum conditions to finally obtain light gray o-furamide structure phenol with a yield of 94.1%.

[0044] (2) Preparation of o-furamide structure phenol-aniline type benzoxazine:

[0045] In a three-neck flask equipped with a mechanical stirrer, a condenser, and a thermometer, sequentially add 20.32 (0.1mol) of o-furamide ...

Embodiment 2

[0047] (1) Preparation of p-furamide structure phenol:

[0048] Add 21.826g (0.2mol) of p-aminophenol and 250mL of DMAc into a 500mL three-neck flask equipped with mechanical stirring, a constant pressure dropping funnel, and a thermometer, then place it in an ice-water bath, stir and dissolve until completely transparent, and keep the system temperature at 0°C At ~5°C, start to add 28.72g (0.22mol) of furoyl chloride dropwise, keep the reaction temperature at 0°C~5°C for 24 hours, then add the reaction solution dropwise into ice water to precipitate, filter, and wash the filter cake with water Until the filtrate is neutral, the filter cake is dried under vacuum conditions to finally obtain off-white p-furamide structure phenol with a yield of 93.4%.

[0049] (2) Preparation of o-furamide structure phenol-furfuryl amine type benzoxazine:

[0050] In a three-neck flask equipped with a mechanical stirrer, a condenser, and a thermometer, sequentially add 20.32 (0.1mol) of o-fura...

Embodiment 3

[0052] (1) Preparation of o-furamide structure phenol:

[0053] Add 21.826g (0.2mol) of o-aminophenol and 250mL of DMF into a 500mL three-necked flask equipped with mechanical stirring, a constant pressure dropping funnel, and a thermometer, then place it in an ice-water bath, stir and dissolve until completely transparent, and keep the system temperature at 0°C At ~5°C, start to add 28.72g (0.22mol) of furoyl chloride dropwise, keep the reaction temperature at 0°C~5°C for 24 hours, then add the reaction solution dropwise into ice water to precipitate, filter, and wash the filter cake with water After the filtrate is neutral, the filter cake is dried under vacuum conditions to finally obtain light gray o-furamide structure phenol with a yield of 94.1%.

[0054] (2) Preparation of o-furamide structure phenol-4,4'-diaminodiphenylmethane type benzoxazine:

[0055] In a three-necked flask equipped with a mechanical stirrer, a condenser, and a thermometer, sequentially add 20.32 (...

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Abstract

The invention discloses bio-based benzoxazine resin containing a furanamide structure and a preparation method of the bio-based benzoxazine resin. Biomass such as furancarboxylic acid and derivativesthereof is used as a raw material, furan groups are bonded into a phenol source structure of the benzoxazine resin through amido bonds by means of a condensation reaction, Mannich reaction is carriedout with monobasic or polybasic primary amine compounds such as furanmethylamine to prepare the semi-bio-based or full-bio-based benzoxazine resin containing the furanamide structure. The bio-based benzoxazine resin containing the furanamide structure has high crosslinking degree, thermal polymerization characteristic and high thermal stability, achieves green synthesis and high performance of thebenzoxazine resin, expands the application range of the benzoxazine resin, and can be applied to the fields of electrical insulation, aerospace ablation-resistant materials, aviation structure materials, electronic packaging materials, flame-retardant materials and the like.

Description

technical field [0001] The invention belongs to the field of thermosetting resin preparation, and in particular relates to a benzoxazine resin containing a bio-based furamide structure and a preparation method thereof. Background technique [0002] Benzoxazine is a new type of high-performance thermosetting resin that has developed rapidly in recent years. It is a six-membered heterocyclic ring prepared by Mannich shrinkage reaction of phenolic compounds, primary amine compounds and formaldehyde (or paraformaldehyde). Compounds, under the action of heat or a catalyst, form a nitrogen-containing three-dimensional network structure similar to a phenolic resin structure through ring-opening polymerization. Benxoxazine resin not only has high temperature resistance, corrosion resistance, aging resistance, flame retardancy, and good mechanical properties comparable to traditional phenolic resins, but also has no small molecule release during the curing process and the system exhi...

Claims

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Application Information

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IPC IPC(8): C08G14/06
CPCC08G14/06
Inventor 夏益青盛玉萍赵星宇顾维科石锐刘淋泽王炼高晨张雪梅廖斌李新跃
Owner SICHUAN UNIVERSITY OF SCIENCE AND ENGINEERING
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