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Benzoxazine full-bio-based resin and preparation method thereof

A technology of benzoxazine and oxazine resin, applied in the field of materials, can solve the problems of no environmental protection and sustainable development, and achieves improved glass transition temperature and thermal stability, excellent processability, and simple preparation process Effect

Pending Publication Date: 2020-05-29
淮北绿洲新材料有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Lin uses aniline from petroleum resources as an amine source, which is not environmentally friendly and sustainable for development
Moreover, for the practical application of thermosetting resins, the degree of crosslinking and glass transition temperature of cured resins need to be further improved.

Method used

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  • Benzoxazine full-bio-based resin and preparation method thereof
  • Benzoxazine full-bio-based resin and preparation method thereof
  • Benzoxazine full-bio-based resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Preparation of p-hydroxybenzaldehyde / p-hydroxyacetophenone type chalcone structure bisphenol:

[0045] Add 0.1 mol p-hydroxybenzaldehyde and 0.1 mol p-hydroxyacetophenone to the reaction vessel, add 50mL toluene / ethanol (2:1v / v) mixed solvent to dissolve, 2mL boron trifluoride ether as the catalyst, react at 55℃ for 4h After the reaction, the reaction solution is poured into a methanol / water=1:1 (v / v) mixed solution for recrystallization to obtain beige crystals, and after drying, a chalcone structure bisphenol powder is obtained.

[0046] Such as figure 1 Shown is the infrared spectrum of the p-hydroxybenzaldehyde / p-hydroxyacetophenone chalcone structure bisphenol prepared in this example, 3300cm -1 Represents the characteristic absorption peak of phenol-OH, 1640cm -1 Represents the characteristic absorption peak of C=O, 1593cm -1 Represents the characteristic absorption peak of C=C. In summary, it is illustrated that the synthesized product of this embodiment is a bispheno...

Embodiment 2

[0048] Preparation of p-hydroxybenzaldehyde / p-hydroxyacetophenone type chalcone structure bisphenol:

[0049] Add 0.1mol p-hydroxybenzaldehyde and 0.1mol p-hydroxyacetophenone to the reaction vessel, add 50mL toluene to dissolve, 2mL boron trifluoride ether as the catalyst, react at 55℃ for 4h, and pour the reaction solution into methanol / Water=1:1 (v / v) mixed solution is recrystallized to obtain beige crystals, and after drying, a chalcone structure bisphenol powder is obtained.

Embodiment 3

[0051] Preparation of fully bio-based benzoxazine monomer:

[0052] 7.20g (0.03mol), 4.85g (0.05mol) furfurylamine, 3.60g (0.12mol) paraformaldehyde of the chalcone structure bisphenol prepared in Example 1 was added into a condenser equipped with a condenser, a magnetic stirrer, and a thermometer In a 250mL three-necked flask, the molar ratio of phenolic hydroxyl, amine and aldehyde functional groups is 6:5:12, then add 75mL of dimethylformamide solvent, mix well and heat to 125°C for 8h. After the reaction, the reaction The liquid was poured into 100mL methanol solution for precipitation to obtain a brown-yellow suspension, which was left to stand for 12h, and the supernatant liquid was removed to obtain a brown-yellow precipitate. The yellow powder is the fully bio-based benzoxazine monomer.

[0053] Such as figure 2 Shown is the infrared spectrum of the fully bio-based benzoxazine monomer prepared in this example, the C-H stretching vibration peak on the oxazine ring at 922 ...

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Abstract

The invention discloses a benzoxazine full-bio-based resin and a preparation method thereof. The preparation method comprises the following steps: mixing bisphenol with a chalcone structure, furfurylamine and an aldehyde compound in an organic solvent, reacting at 85-125 DEG C for 8-48 hours, and purifying the reaction product to obtain a full-bio-based benzoxazine monomer; and curing the full-bio-based benzoxazine monomer at a temperature of 80-240 DEG C for 1-24 hours, or carrying out ultraviolet irradiation on full-bio-based benzoxazine monomer for 0.5-2 hours, and then curing the benzoxazine monomer at a temperature of 80-120 DEG C for 4-24 hours to obtain the benzoxazine full-bio-based resin. The obtained full-bio-based benzoxazine resin has a high glass-transition temperature (296-381 DEG C), a high carbon residue rate (58-67%), a high limit oxygen index (36.5-43.7) and a low dielectric constant (2.10-2.95), and has excellent heat resistance, flame retardant property and dielectric property.

Description

Technical field [0001] The invention belongs to the technical field of materials, and specifically relates to a fully bio-based benzoxazine monomer, resin and a preparation method thereof. Background technique [0002] At present, petroleum resources are gradually depleted, crude oil prices continue to rise, and environmental problems are very prominent. With the in-depth implementation of sustainable development strategies, people are paying more and more attention to bio-based raw materials. Benzoxazine resin is a six-membered heterocyclic compound synthesized by Mannich reaction from phenolic compounds, amine compounds and aldehyde compounds as raw materials and cured at high temperature. It is worth noting that benzoxazine resins have the characteristics of flexible molecular design. The phenolic compounds, amine compounds and aldehyde compounds in the raw materials can all be derived from natural sources, which provides the possibility of using bio-based raw materials. . ...

Claims

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Application Information

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IPC IPC(8): C08G14/06
CPCC08G14/06
Inventor 曾鸣冯子健
Owner 淮北绿洲新材料有限责任公司
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