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Method for preparing benzoxazine intermediate containing triazine structure

A technology for benzoxazine and intermediates, which is applied in the field of preparation of benzoxazine intermediates, can solve the problems of inconvenience in mass synthesis, limited application and promotion, and high synthesis reaction temperature, and achieves advantages of environmental protection, rich performance and high performance. The effect of wide application and reaction temperature range

Inactive Publication Date: 2008-09-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] As can be seen from the above, the recovery process is complicated, and the use of a large amount of toxic organic solvents is a restrictive factor in the current production process of triazine intermediates; and the reaction temperature is generally high, which will lead to high energy consumption in production and will inevitably limit its production. Application and promotion
The method that Ishida provides not only synthetic reaction temperature is high, and technology is loaded down with trivial details, and productive rate is low (productive rate 62%); Although the method that Espinosa provides is simple, with the bigger toluene of toxicity as solvent, and productive rate is low (productive rate 60%) %); Although the method that Giumanini provides is high in yield (using toluene as solvent, yield 95%, without solvent, yield 94.6%), there is still the problem of polluting the environment, if the solvent that pollutes the environment is not used, then need to pass through the environment Recrystallization of hexane-benzene mixed solvent system removes excess paraformaldehyde, which is not convenient for large-scale synthesis

Method used

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  • Method for preparing benzoxazine intermediate containing triazine structure
  • Method for preparing benzoxazine intermediate containing triazine structure
  • Method for preparing benzoxazine intermediate containing triazine structure

Examples

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Effect test

Embodiment 1

[0041] In this embodiment, the preparation method of a benzoxazine intermediate containing a triazine structure, the process steps are as follows:

[0042] (1) Synthesis reaction

[0043] The raw materials are 150g (1.85mol) of formaldehyde solution with a mass concentration of 37%, 86.2g (0.92mol) of aniline, and the structural formula is compound 1, the R in compound 1 1 The group is the structural formula 1) on page 4 of the description,

[0044] First, at room temperature (15°C) and normal pressure, add 100ml of formaldehyde solution and ethanol into a reaction kettle with a stirrer and mix evenly to prepare a mixed solution with a mass concentration of aldehyde of 24%, and then mix the measured formaldehyde solution with stirring Add aniline dropwise to the reactor, control the rate of addition so that the temperature of the reaction system does not exceed 15°C, start timing after the addition is complete, and react for 2 hours under normal pressure and without heating; ...

Embodiment 2

[0050] In this embodiment, the preparation method of a benzoxazine intermediate containing a triazine structure, the process steps are as follows:

[0051] (1) Synthesis reaction

[0052] The raw material is 30g (1mol) of paraformaldehyde, 107.15g (1mol) of p-toluidine, the structural formula is compound 1, the R in compound 1 1 The group is the structural formula 2 on page 4 of the instruction manual, and the position on the benzene ring is a para-position substitution),

[0053] First, at room temperature (20°C) and normal pressure, add 200ml of measured paraformaldehyde and ethanol into a reaction kettle with a stirrer and mix evenly to prepare a mixed solution with an aldehyde mass concentration of 16%, and then mix the measured Add p-toluidine to the reaction kettle, control the feeding rate so that the temperature of the reaction system does not exceed 30°C, start timing after the feeding is completed, and react at normal pressure and 30°C for 1 hour;

[0054] (2) Recy...

Embodiment 3

[0059] In this embodiment, the preparation method of a benzoxazine intermediate containing a triazine structure, the process steps are as follows:

[0060] (1) Synthesis reaction

[0061] The raw material is 150g (1.85mol) of formaldehyde solution with a mass concentration of 37%, 89.67g (0.74mol) of o-ethylaniline, the structural formula is compound 1, and R in compound 1 1 The group is the structural formula 3 on page 4 of the instruction manual, and the position on the benzene ring is ortho-substituted),

[0062] First, at room temperature (30°C) and normal pressure, add 200ml of formaldehyde aqueous solution and methanol into a reaction kettle with agitator and mix evenly to prepare a mixed solution with an aldehyde mass concentration of 18%, and then mix the measured formaldehyde solution under stirring. Add o-ethylaniline to the reaction kettle, control the feeding rate so that the temperature of the reaction system does not exceed 40°C, start timing after the feeding i...

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Abstract

The invention provides a preparation method of triazine structure containing benzoxazine intermediate, which sequentially includes: (1) performing synthetic reaction of aldehyde compound and amine compound at a molar ratio of at least 1:1 which includes adding aldehyde compound and solvent of at least one of clean water, methanol, ethanol, isopropanol, and ethyl acetate into a reactor at the room temperature under the normal pressure to obtain mixed solution with aldehyde mass concentration of no greater than 95%, adding amine compound while stirring, and reacting at 0-100 DEG C under the normal pressure for at least 15 minutes to obtain the reactant liquor; (2) pouring into the cleaning solution, stirring and cleaning, and filtering to collect solid substance, or directly filtering the reactant liquor to collect the solid substance; and (3) drying the solid substance obtained in step (2) at 30-100 DEG C.

Description

technical field [0001] The invention belongs to the field of preparation of intermediates of benzoxazine monomers, in particular to a preparation method of intermediates of benzoxazines containing a triazine structure. Background technique [0002] The structural formula of the benzoxazine monomer is as follows: [0003] [0004] The benzoxazine monomer undergoes ring-opening polymerization reaction under appropriate conditions to generate a benzoxazine resin with a structure similar to that of a phenolic resin. The essential difference between benzoxazine resin and ordinary phenolic resin is that no small molecules are released during the molding and curing process, and the product has low porosity and close to zero shrinkage. At the same time, benzoxazine resin has the same heat resistance and flame retardancy as phenolic resin, and it is possible to carry out molecular design in the way of epoxy resin and have better physical and mechanical properties than epoxy resin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/02
Inventor 杨刚唐文睿
Owner SICHUAN UNIV
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