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Naphthalene ring and ester bond structure-containing bismaleimide type compound and preparation method thereof

A technology of bismaleimide and maleimide benzoic acid, which is applied in the field of organic compounds and its preparation, can solve the problems of material rigidity and heat resistance decline, slow down the thermal decomposition speed, improve toughness, Unified effect of heat resistance and toughness

Inactive Publication Date: 2011-02-16
NINGBO INST OF TECH ZHEJIANG UNIV ZHEJIANG
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, from the research results, the toughness is basically improved by reducing the crosslinking density of the resin, which often leads to a decline in the rigidity and heat resistance of the material to varying degrees.

Method used

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  • Naphthalene ring and ester bond structure-containing bismaleimide type compound and preparation method thereof
  • Naphthalene ring and ester bond structure-containing bismaleimide type compound and preparation method thereof
  • Naphthalene ring and ester bond structure-containing bismaleimide type compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041]Add 10g of maleic anhydride, 14g of 4-aminobenzoic acid and 500ml of glacial acetic acid into a 1000ml four-necked flask, stir and heat, and react under reflux for 5-6 hours. Stop heating, cool the reaction system, filter to obtain a light yellow solid, wash it with water, and dry it under vacuum at 80°C to obtain a light yellow powder product; Crystallization affords 4-maleimide benzoic acid. According to the charging capacity of maleic anhydride, the theoretical output and the actual output of 4-maleimide benzoic acid, the calculated yield of 4-maleimide benzoic acid is 88.9%, and the product is light yellow powder.

[0042] In pass have N 2 Add 600ml of benzene and 50g of 4-maleimide benzoic acid into a 1000ml four-neck flask, stir to dissolve, add 4 to 5 drops of pyridine as a catalyst, and add 100ml of SOCl dropwise at 5°C (ice bath) 2 After the dropwise addition, react at room temperature for 1 to 2 hours, raise the temperature to reflux state and continue to rea...

Embodiment 2

[0045] Add 10g of maleic anhydride, 14g of 4-aminobenzoic acid and 500ml of glacial acetic acid into a 1000ml four-necked flask, stir and heat, and react under reflux for 5-6 hours. Heating was stopped, the reaction system was cooled, and a light yellow solid was obtained by filtration, washed with water, and dried in vacuum at 80° C. to obtain a light yellow powder product. Recrystallize with ethanol-water (volume ratio 3:1) mixed solvent to obtain 4-maleimide benzoic acid. According to the charging capacity of maleic anhydride, the theoretical output and the actual output of 4-maleimide benzoic acid, the calculated yield of 4-maleimide benzoic acid is 88.9%, and the product is light yellow powder.

[0046] 50g of 4-maleimide benzoic acid, 100ml SOCl 2 Add 500ml of acetonitrile into a four-neck flask and stir, add 2ml of dimethylformamide as a catalyst, react at 40°C for 30min, then heat to reflux for 2-4 hours until the solution becomes uniform and transparent, distill The...

Embodiment 3

[0049] Add 10g of maleic anhydride, 14g of 4-aminobenzoic acid and 500ml of glacial acetic acid into a 1000ml four-necked flask, stir and heat, and react under reflux for 5-6 hours. Heating was stopped, the reaction system was cooled, and a light yellow solid was obtained by filtration, washed with water, and dried in vacuum at 80° C. to obtain a light yellow powder product. Recrystallize with ethanol-water (volume ratio 3:1) mixed solvent to obtain 4-maleimide benzoic acid. According to the charging capacity of maleic anhydride, the theoretical output and the actual output of 4-maleimide benzoic acid, the calculated yield of 4-maleimide benzoic acid is 88.9%, and the product is light yellow powder.

[0050] In pass have N 2 Add 600ml of benzene and 50g of 4-maleimide benzoic acid into a 1000ml four-neck flask, stir to dissolve, a few drops of pyridine as a catalyst, keep at 5°C (ice bath) and dropwise add 100ml of SOCl 2 After the dropwise addition, react at room temperatur...

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Abstract

The invention discloses a naphthalene ring and ester bond structure-containing bismaleimide type compound and a preparation method thereof. The compound of the invention is one bismaleimide type compound, wherein the molecular structure of the compound contains a phthalimide structure; and the compound has the characteristics of high toughness and heat resistance. The preparation method of the naphthalene ring and ester bond structure-containing bismaleimide type compound of the invention has the advantages of high yield, purity, repeatability and the like; the operation process is simple and the reaction equipment investment is small; the reaction process is performed under normal pressure without high-pressure equipment; and the reaction raw material has convenient source and low cost and contributes to further popularization and application.

Description

technical field [0001] The invention relates to the technical field of organic compounds and preparation methods thereof, in particular to a bismaleimide compound containing a naphthalene ring and an ester bond structure and a preparation method thereof. Background technique [0002] Since the 1990s, the information industry represented by electronic computers, mobile phones, etc., the electronics industry and its automobile industry have advanced by leaps and bounds, which has effectively promoted the production technology of printed circuit boards (PCB) and automotive materials (such as brake pads). , high temperature resistant bearings, etc.) innovation. With the emergence of surface mount technology (Surface Mount Technology, SMT), PCB is developing towards high density, thin wire, narrow pitch, high speed, low loss, high frequency, high reliability, multilayer and automatic continuous production; at the same time , Modern advanced electronic equipment also puts forward...

Claims

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Application Information

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IPC IPC(8): C07D207/452
Inventor 闫红强程捷方征平
Owner NINGBO INST OF TECH ZHEJIANG UNIV ZHEJIANG
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