Benzoxazine containing maleimide and allyl ether and its preparing method

A technology of maleimide and benzoxazine, which is applied in the field of benzoxazine containing maleimide and allyl ether and its preparation, can solve the problem of unfavorable forming process and processing temperature window Insufficient width and other problems, to achieve the effects of low production cost, easy molding and processing, and improved room temperature fluidity

Inactive Publication Date: 2008-06-11
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the benzoxazine monomer synthesized by Ishida has improved thermal stability compared with general benzoxazine monomers such as 3-phenyl-3,4-dihydro-1,3-benzoxazine Many, but not ideal, especially the processing temperature window is not wide enough, only more than 50 degrees, which is not conducive to forming processing, and needs to be further widened

Method used

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  • Benzoxazine containing maleimide and allyl ether and its preparing method
  • Benzoxazine containing maleimide and allyl ether and its preparing method
  • Benzoxazine containing maleimide and allyl ether and its preparing method

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Experimental program
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Effect test

Embodiment 1

[0026] Add 7.46g (0.05mol) 4-(allyloxy)aniline and 1.50g (0.05mol) paraformaldehyde into the reactor, stir and react at 100°C for 60min, then completely dissolve the reactant in chloroform, and use 1N NaOH solution was washed 5 times, then washed with deionized water to neutrality, filtered and dried to obtain the intermediate product; 7.57g (0.04mol) 4-hydroxyphenylmaleimide, 1.20g ( 0.04mol) of paraformaldehyde, heated up to 90°C and stirred for 2 hours. After the reaction was stopped, chloroform was added until the reactants were completely dissolved, and then 10% NaHCO 3 After the solution was washed 3 times, it was washed with deionized water until neutral, filtered and dried to obtain 10.37 g of the product with a yield of 57.2%.

[0027] The melting temperature of this product measured by DSC (differential scanning calorimetry, test condition heating rate 5°C / min, N2 atmosphere, 60ml / min) is 114°C; TGA (thermogravimetric analysis, test condition heating rate 5°C / min, ...

Embodiment 2

[0032] Add 5.97g (0.04mol) 4-(allyloxy)aniline and 1.80g (0.06mol) paraformaldehyde in the reactor, stir and react at 90°C for 55min, then completely dissolve the reactant in chloroform, and use 3N NaOH solution was washed 3 times, then washed with deionized water to neutrality, filtered and dried to obtain the intermediate product; 3.31g (0.033mol) 4-hydroxyphenylmaleimide, 1.05g ( 0.035mol) of paraformaldehyde, heated up to 120°C and stirred for 6 hours. After the reaction was stopped, chloroform was added until the reactants were completely dissolved, and then 5% NaHCO 3 After the solution was washed 4 times, it was washed with deionized water until neutral, filtered and dried to obtain 8.46 g of the product with a yield of 58.4%.

Embodiment 3

[0034] Add 14.92g (0.10mol) of 4-(allyloxy) aniline and 5.40g (0.18mol) of paraformaldehyde into the reactor, stir and react at 85°C for 35min, then completely dissolve the reactant in ethyl acetate , washed 4 times with 2N NaOH solution, then washed with deionized water until neutral, filtered and dried to obtain the intermediate product; in the intermediate product, add 17.03g (0.09mol) 4-hydroxyphenylmaleimide, 2.70 g (0.09mol) of paraformaldehyde, heated up to 110°C and stirred for 4 hours. After the reaction was stopped, ethyl acetate was added until the reactant was completely dissolved, and then 3% KHCO 3 After the solution was washed 5 times, it was washed with deionized water until neutral, filtered and dried to obtain 22.86 g of the product with a yield of 63.1%.

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Abstract

This invention discloses benzo e zin that contains maleimide and allyl group aether. Allyl group aether is brought on base of existing maleimide benzo e zin. Fusion temperature of the zin is 114 degree centigrade, ring-opening polymerization initial temperature is 211 dgree centigrade, T5, T10 are 435 degrees centigrade and 461 degrees centigrade, residual carbon ratio at 800 degrees centigrade is 57 percent. The benzo e zin discloses in this invention not only added one new variety to benzo e zin compound, but also can improve stability of the benzo e zin, and broaden its processing temperature. The method has few procedures, low cost, and few by-product, so it is propitious to industrial manufacture.

Description

1. Technical field [0001] The invention belongs to the technical field of benzoxazine and its preparation, and in particular relates to a benzoxazine containing maleimide and allyl ether and a preparation method thereof. 2. Background technology [0002] Benzoxazine is a kind of benzo six-membered heterocyclic ring system composed of oxygen atom and nitrogen atom. It is prepared by dehydration condensation reaction of phenolic compound, amine compound and aldehyde compound. It is a new type of thermosetting resin intermediates. Under the action of heating and / or catalysts, benzoxazine can undergo ring-opening polymerization to form a nitrogen-containing network structure similar to phenolic resin, and the shrinkage rate is small during curing and no small molecules are released. Low temperature, good thermal stability, high glass transition temperature, and its monomer raw materials have a wide range of sources, low price, and flexible molecular design. It is possible to sy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/04
Inventor 杨刚赵庆来武迪蒙曾科韩勇唐艳周柯唐文睿
Owner SICHUAN UNIV
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