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Bimaleimide resin modified by benzene dipropargyl ether and preparation method thereof

A technology of bismaleimide resin and m-phenylenedipropargyl ether, which is applied in the field of modified bismaleimide resin and its modification, and can solve the problem of heat resistance limitation of modified BMI resin

Inactive Publication Date: 2008-01-30
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the bisphenol A dipropargyl ether modified BMI resin still retains the isopropyl structure on the bisphenol A molecule, the heat resistance of the bisphenol A dipropargyl ether modified BMI resin is also limited.

Method used

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  • Bimaleimide resin modified by benzene dipropargyl ether and preparation method thereof
  • Bimaleimide resin modified by benzene dipropargyl ether and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of m-phenylenedipropargyl ether:

[0033] Add resorcinol 13.20g (0.12mol), potassium carbonate 39.74g (0.288mol), propyne bromide 34.27g ( 0.288mol) and 120ml DMA solvent. The reactant was stirred and heated to 60° C. under the protection of nitrogen, and reacted for 8 hours. After the reaction finishes, filter to remove solid salts, add a large amount of deionized water to the filtrate for cleaning, and then extract 3 times with toluene; combine the toluene layers, wash with 5% (wt) alkali first, then wash with water until neutral, evaporate toluene, The crude product was obtained as a pale yellow solid. Recrystallized twice from n-butanol to obtain a white crystalline product with a yield of 73%.

[0034] Product characterization:

[0035] Melting point: m.p.38~39℃.

[0036] NMR ( 1 H-NMR: CDCl 3 , TMS): δ: 2.6(tr, 2H, ≡CH), 4.7(d, 4H, -CH 2 ), 6.6 (m, 3H, -Ar-H), 7.2 (t, 1H, -Ar-H).

[0037] Infrared spectrum (FT-IR: KBr pellet): 3289cm -1 (≡C-H),...

Embodiment 2

[0040] Preparation of m-phenylenedipropargyl ether modified bismaleimide resin:

[0041] Take by weighing 18.0 g of m-phenylenedipropargyl ether synthesized in Example 1 and 36.0 g of diphenylmethane bismaleimide respectively, add in the reactor with agitator, thermometer and reflux condenser, and slowly heat up to 160°C, start stirring, and after the reactants are completely melted into a homogeneous phase, continue to stir and react for 1.5 hours to obtain a reddish-brown viscous pre-polymerized resin. Use Haake rheometer to analyze the dynamic viscosity of the pre-polymerized resin. The viscosity of the resin is lower than 1Pa.s between 120-170°C, and the retention time of the resin at 140°C is lower than 1Pa.s. The retention time is 100 minutes, which is beneficial to RTM Molding.

[0042] Pour the above pre-polymerized resin into the mold while it is hot, and place it in a vacuum oven at 100°C for 30 minutes for defoaming. Curing process: 180°C / 4h+220°C / 2h, post-treatme...

Embodiment 3

[0044] Preparation of m-phenylenedipropargyl ether modified bismaleimide resin:

[0045] The addition amount of raw material diphenylmethane bismaleimide and modifier m-phenylenedipropargyl ether is the same as in Example 2, then add 0.004g of catalyst copper chloride, follow-up operation is the same as in Example 2, and control the prepolymerization reaction time After 1 hour, a reddish-brown viscous prepolymerized resin was obtained. Use Haake rheometer to analyze the dynamic viscosity of the prepolymerized resin. The viscosity of the resin is lower than 1Pa.s between 120-166°C, and the retention time of the resin at 140°C is lower than 1Pa.s. The retention time is 70 minutes, which is beneficial to RTM Molding. .

[0046] The above prepolymerized resin is cured by the same curing process as in Example 2, and the cured product is subjected to dynamic mechanical analysis and thermogravimetric analysis respectively. As a result, it is found that the cured product does not ha...

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Abstract

The invention relates to a modified bismaleimide resin with meta-phenethyne propyl ether and a preparation method thereof. The invention is characterized in that: by adopting withmeta-phenethyne propyl ether as modifier, copper chloride or / and cuprous chloride as catalyst, the modified bismaleimide resin is obtained by stirring and reaction at the temperature of 150-160 DEG C. The modified bismaleimide resin has not only excellent processability, but also excellent toughness and thermal stability after materials are cured, besides, glass transition temperature is over 400 DEG C. Furthermore, carbon fiber reinforced composite produced with the modified bismaleimide resin has excellent mechanical property and high temperature resistance performance and can be widely applied to high-technical fields such as aviation, aerospace, etc.

Description

1. Technical field [0001] The present invention relates to a modified bismaleimide resin and a modification method thereof, in particular to a modified bismaleimide resin with a propargyl phenyl ether compound to obtain a modified bismaleimide resin with Modified bismaleimide resin with good molding processability and high temperature resistance. 2. Technical background [0002] Bismaleimide resin (BMI for short) has the characteristics of high temperature resistance, heat and humidity resistance, and excellent dielectric properties, and can be widely used in the aerospace industry. At present, the general-purpose bismaleimide resin refers to the commercialized diphenylmethane bismaleimide resin, but its application is limited due to the high brittleness of the cured material. Therefore, it is necessary to On the basis of maintaining the excellent properties of the original resin, it is toughened and modified. Known bismaleimide resin toughening methods include: aromatic d...

Claims

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Application Information

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IPC IPC(8): C08F122/40C08F2/44C08K5/06
Inventor 黄发荣沈学宁戎朱霞黄福伟扈艳红周燕
Owner EAST CHINA UNIV OF SCI & TECH
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