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Triazole diamine-containing modified bismaleimide resin and preparation method thereof

A bismaleimide resin, bismaleimide technology, applied in the direction of organic chemistry, etc., can solve the problems of high molding temperature, difficult preparation of composite materials, poor viscosity of prepregs, etc. Good processability, low moisture absorption effect

Inactive Publication Date: 2011-03-30
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The high molding temperature of BMI and the poor viscosity of the prepreg bring certain difficulties to the preparation of composite materials

Method used

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  • Triazole diamine-containing modified bismaleimide resin and preparation method thereof
  • Triazole diamine-containing modified bismaleimide resin and preparation method thereof
  • Triazole diamine-containing modified bismaleimide resin and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] (1) Synthesis of 1,4-diazidemethylbenzene

[0050] Add p-dichloromethylbenzene (0.05mol), NaN 3 (0.15mol), toluene (20mL) and N,N-dimethylformamide (20mL), heated to 70~75°C under stirring, and reacted at constant temperature for 3h. After the reaction, the reaction product was cooled to room temperature and poured into 200mL In deionized water, stand overnight under freezing conditions to precipitate white flaky crystals, filter, wash the filter cake with deionized water, and dry to obtain a white powdery solid with a yield of 90% and a melting point of 27-29°C; FT-IR (KBr, v, cm -1 ): 2089 (-N 3 stretching vibration); 1 H-NMR (CDCl 3 , TMS) δ[subscript indicates structure position]: 7.33(s, 4H, H a ), 4.35(s, 4H, H b ), its structural formula is:

[0051]

[0052] (2) Synthesis of PMDTA

[0053] Add 1,4-diazidemethylbenzene (0.01mol), m-aminophenylacetylene (0.02mol), CuSO 4 ·5H 2 O (0.005mol), sodium ascorbate (0.01mol), N,N-dimethylformamide (25mL), sti...

Embodiment 2

[0060] Preparation of BMI-PMDTA-2

[0061] Add 3.58g (0.01mol) of BMI, 2.72g (0.006mol) of PMDTA and 15mL of DMF into a 100mL three-necked flask, mechanically stir, pass condensed water, N 2 Protected and reacted at 70°C for 2h. After the reaction, cool to room temperature, pour into 1000mL deionized water to precipitate, separate the precipitate by suction filtration, and vacuum dry to obtain the product as a gray powdery solid with a yield of 90% and a melting point of 142°C. BMI-PMDTA-2 can be dissolved in solvents such as DMF, DMAc and NMP. FT-IR (KBr, v, cm -1 ): 3462(-NH-), 3420, 3339 and 1616(-NH 2 ), 3134 (triazole ring-H), 1704 (C=O), 1147 (C-N-C), 1177 (C-N-C after the double bond on the imide ring is opened), its structural formula is:

[0062]

[0063] in

[0064]

[0065] The resin was cured in an oven according to the program 160°C / 2h+180°C / 2h+200°C / 2h+240°C / 5h to obtain a dense and hard dark brown cured product. T measured by DSC analysis (20°C / min...

Embodiment 3

[0067] Preparation of BMI-PMDTA-3

[0068] Add 3.58g (0.01mol) of BMI, 3.62g (0.008mol) of PMDTA and 15mL of DMF into a 100mL three-necked flask, mechanically stir, pass condensed water, N 2 Protected and reacted at 70°C for 2h. After the reaction, cool to room temperature, pour into 1000mL deionized water for precipitation, separate the precipitate by suction filtration, and vacuum dry to obtain the product as a gray powdery solid with a yield of 90% and a melting point of 148°C. BMI-PMDTA-3 can be dissolved in solvents such as DMF, DMAc and NMP. FT-IR (KBr, v, cm -1 ): 3462(-NH-), 3420, 3339 and 1616(-NH 2 ), 3134 (triazole ring-H), 1704 (C=O), 1147 (C-N-C), 1177 (C-N-C after the double bond on the imide ring is opened), its structural formula is:

[0069]

[0070] in

[0071]

[0072] The resin was cured in an oven according to the program 160°C / 2h+180°C / 2h+200°C / 2h+240°C / 5h to obtain a dense and hard dark brown cured product. T measured by DSC analysis (20°C / ...

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Abstract

The invention relates to a triazole diamine-containing modified bismaleimide resin and a preparation method thereof. The bismaleimide (BMI) and diamine are mixed in a mole ratio of 1.0:0.2-1.0:1.2; the BMI and the diamine undergo reaction in an organic solvent, and the total mass of the BMI and the diamine is 20 to 70 percent of the solvent quality; the reaction temperature of the BMI and the diamine is 60 to 100 DEG C, and stirring time is 1 to 4 hours. The resin has high processing performance, and the BMI resin subjected to curing reaction has excellent heat resistance, and is expected to be applied to insulating material, wear-resistant material, and aviation structural material.

Description

【Technical field】 [0001] The invention relates to the technical field of synthetic resins, in particular to a bismaleimide resin modified with a diamine containing a triazole ring and a preparation method thereof. 【Background technique】 [0002] Bismaleimide (BMI) resin is a bifunctional thermosetting resin with maleimide as the active terminal group. BMI resin has excellent properties such as high temperature resistance, radiation resistance, heat and humidity resistance, high modulus, low moisture absorption rate and small thermal expansion coefficient. Various countries attach great importance to the research, development and application of BMI resins. So far, a series of BMI resins with excellent performance have been developed and widely used in aviation, aerospace and electronic and electrical fields. [0003] In 1948, Searle of the United States obtained the synthesis patent of BMI [US.2444536, 1948.]. Since then, people have improved Searle's synthesis method and s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/12C07D403/14
Inventor 黄发荣杜磊黄福伟鄂彦鹏万里强周燕沈学宁
Owner EAST CHINA UNIV OF SCI & TECH
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