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A kind of monocyclic benzoxazine intermediate and its preparation method and application

A technology of benzoxazine and intermediates, which is applied in the preparation and application of high-performance resin intermediates, can solve problems such as limitations and complex synthesis processes, and achieve high heat resistance, high cross-linking density, and high degree of carbonization Effect

Inactive Publication Date: 2016-04-06
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the complex synthesis process of these benzoxazines limits their practical application

Method used

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  • A kind of monocyclic benzoxazine intermediate and its preparation method and application
  • A kind of monocyclic benzoxazine intermediate and its preparation method and application
  • A kind of monocyclic benzoxazine intermediate and its preparation method and application

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Experimental program
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Effect test

Embodiment 1

[0047] Add 0.2mol of 2-amino-6-picoline, 0.40mol of formaldehyde and 40mL of toluene into the reaction flask, and react for 0.1h; / L sodium hydroxide aqueous solution was washed once and then washed twice with deionized water, and the solvent was removed by rotary evaporation under reduced pressure, and dried, with a yield of 89%.

[0048] FTIR (KBr, cm -1 ): 951,940 (characteristic peak of oxazine ring), 1386 (-CH 3 ), 1687 (-CHO).

Embodiment 2

[0050] Add 0.2 mol of 2-amino-6-picoline, 0.41 mol of formaldehyde and 40 mL of ethanol into the reaction kettle, and react for 0.5 h; L of sodium hydroxide aqueous solution was washed once and then washed four times with deionized water, the solvent was removed by rotary evaporation, and dried. The yield was 84%.

[0051] FTIR (KBr, cm -1 ): 948 (characteristic peak of oxazine ring), 1380 (-CH 3 ), 1663 (-CHO).

Embodiment 3

[0053] Add 0.2 mol of 2-amino-4-methylpyrimidine, 0.43 mol of formaldehyde and 40 mL of dioxane into the reaction kettle, react for 0.8 h; Wash once with 2 mol / L sodium hydroxide aqueous solution, then wash three times with deionized water, remove the solvent by rotary evaporation, and dry. The yield is 89%.

[0054] FTIR (KBr, cm -1 ): 956 (characteristic peak of oxazine ring), 1383 (-CH 3 ), 1687 (-CHO).

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Abstract

The invention discloses a monocyclic benzo oxazine intermediate and a preparation method and use thereof. The method is characterized by comprising the following steps: firstly, adding N heterocyclic aromatic amine compound containing methyl, formaldehyde or a paraformaldehyde water solution and a solvent to a reaction kettle according to the molar ratio of the phenol compound containing formyl to the N heterocyclic aromatic amine compound containing methyl to the formaldehyde to the paraformaldehyde being 1:1:(2-2.4); reacting at 0-40 DEG C for 0.1-2 hours, and then adding the phenol compound containing formyl, heating to 50-100 DEG C and reacting for 4-10 hours; washing once or twice by using 0.5-3mol / L alkaline aqueous solution and then washing for 1-5 times by using deionized water; removing the solvent in a vacuum rotary evaporation manner, so as to obtain a yellow viscous intermediate. The monocyclic benzo oxazine has high N quantity and high heat stability, is compounded with epoxy resin, bismaleimide resin, a carbon nano tube, a carbon fiber, graphene and glass fiber, and is applied to the fields such as a solar cell, a hydrogen storage material, a super capacitor, a fuel cell, ablation-resistant resin and non-halogen and non-phosphorous flame-retarded resin or a fire retardant.

Description

technical field [0001] The invention relates to a monocyclic benzoxazine intermediate, a preparation method and application thereof, and belongs to the field of preparation and application of high-performance resin intermediates. Background technique [0002] Benzoxazine is a kind of nitrogen-containing six-membered heterocyclic compound obtained by condensation reaction of primary amine compounds, formaldehyde and phenolic compounds. It can undergo ring-opening polymerization under heating or Lewis acid catalysis to form a structure similar to Nitrogen-containing polymers of phenolic resins. The resin has excellent mechanical properties, heat resistance, processability, no release of small molecules during curing, flexible molecular design, almost zero volume shrinkage during curing, low water absorption, and low surface energy. [0003] The thermal stability and flame retardancy of traditional benzoxazine resins still cannot meet the requirements of electronics, aerospace...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/04C07D417/04C09K11/06C08G73/06C08L63/00C08L79/04C08K7/14H01G11/44
CPCY02E60/13
Inventor 顾宜张华川冉起超朱蓉琪杨坡凌红
Owner SICHUAN UNIV
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