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Synthesis method of hydrogenated methyl Nadic anhydride

A technology for hydrogenating methylnadic acid anhydride and methylnadic acid anhydride, which is applied in the field of new production methods of hydrogenated methylnadic acid anhydride, can solve the problems of insufficient development and utilization, and achieve good reusability, Reduction of environmental pollution and high product purity

Inactive Publication Date: 2018-10-23
PUYANG HUICHENG ELECTRONICS MATERIAL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, with the continuous development of my country's petroleum industry, the output of dimethylcyclopentadiene as a by-product of ethylene is also increasing, but most of them have not been fully developed and utilized. It is of great significance to study the comprehensive utilization of pentadiene and to provide the chemical industry with a very promising raw material, hydrogenated methylnadic anhydride.

Method used

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  • Synthesis method of hydrogenated methyl Nadic anhydride
  • Synthesis method of hydrogenated methyl Nadic anhydride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 500g of dimethylcyclopentadiene into a 1L single-necked bottle, heat it to 220°C for cracking and rectification, and obtain 420g of monomeric methylcyclopentadiene with a yield of 84%.

[0018] Add 420g of monomeric methylcyclopentadiene into a 2L autoclave, slowly add maleic anhydride at 10°C under stirring conditions, stop the reaction when no methylcyclopentadiene is detected by gas chromatography, and add Maleic anhydride 235g.

[0019] Add catalyst Ru / rGO 9.4g into the autoclave (the loading capacity of Ru is 5wt.%), feed hydrogen, and carry out catalytic hydrogenation reaction in the autoclave with a temperature of 150°C and a hydrogen pressure of 8MPa for 1 hour, and the gas phase detection , methyl nadic acid anhydride reaction is completed, hot filtration, recovery catalyst, the liquid phase is subjected to vacuum distillation to obtain 384g of hydrogenated methyl nadic acid anhydride, yield 90%. The product purity is 98.3%. 1H NMR (400 MHz, CDCl3), δ / ppm...

Embodiment 2

[0024] Heat 50Kg of di-methylcyclopentadiene to 230°C for pyrolysis and rectification to obtain 45Kg of monomeric methylcyclopentadiene with a yield of 90%.

[0025] Add 45Kg of monomeric methylcyclopentadiene into a 200L autoclave, slowly add maleic anhydride at 15°C under stirring conditions, stop the reaction when no methylcyclopentadiene is detected by gas chromatography, and add Maleic anhydride 25Kg.

[0026] Add 500g of catalyst Ru / rGO into the autoclave (the loading capacity of Ru is 10wt.%), pass in hydrogen, and carry out catalytic hydrogenation reaction in an autoclave with a temperature of 130°C and a hydrogen pressure of 6MPa for 4 hours, and detect by gas phase. After the reaction of methyl nadic acid anhydride was completed, the catalyst was recovered by hot filtration, and the liquid phase was distilled under reduced pressure to obtain 42Kg of hydrogenated methyl nadic acid anhydride, with a yield of 92%. The product purity is 98.6%.

Embodiment 3

[0028] 500Kg of dimethylcyclopentadiene was heated to 230°C for cracking and rectification to obtain 460Kg of monomeric methylcyclopentadiene with a yield of 92%.

[0029] Add 460Kg monomeric methylcyclopentadiene into a 1000L autoclave, slowly add maleic anhydride at 13°C under stirring conditions, stop the reaction when no methylcyclopentadiene is detected by gas chromatography, and add Maleic anhydride 260Kg.

[0030] Add 3.9Kg of catalyst Ru / rGO to the autoclave (the loading capacity of Ru is 8wt.%), feed hydrogen, and carry out catalytic hydrogenation reaction in the autoclave with a temperature of 140°C and a hydrogen pressure of 7MPa for 6 hours, and the gas phase detection , methyl nadic anhydride reaction is completed, hot filtration, catalyst recovery, the liquid phase is subjected to vacuum distillation to obtain hydrogenated methyl nadic anhydride 420Kg, yield 90%. The product purity is 98.1%.

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Abstract

The invention discloses a novel production method of hydrogenated methyl Nadic anhydride, and belongs to the field of organic chemical synthesis. The method comprises the following steps of producinghydrogenated methyl Nadic anhydride by using methylcyclopentadiene dimers and maleic anhydride as raw materials through multi-step reaction; then, performing reduced pressure distillation to obtain ahydrogenated methyl Nadic anhydride pure product. The production process is simple; the implementation is easy; no side reaction is generated; the product purity is high and reaches 98 percent or higher; the yield reaches 90 percent or higher; the raw materials are sufficiently utilized; the environment pollution is reduced; the industrialized production is convenient.

Description

technical field [0001] The invention relates to a new method for producing hydrogenated methyl nadic anhydride, which belongs to the field of organic synthesis. Background technique [0002] Methyl Nadic anhydride is an organic acid anhydride epoxy resin curing agent with excellent performance, which can be widely used in many fields such as electronic and electrical insulation materials, synthetic resins, plastics, pharmaceuticals, etc., especially for electronic and electrical equipment that works at high temperature for a long time . It has the following characteristics: excellent color, colorless and transparent, and low viscosity at room temperature. Its cured product has the advantages of good aging resistance, high temperature resistance, insulation, corrosion resistance and high mechanical strength. Compared with methyl nadic anhydride, hydrogenated methyl nadic anhydride has a more stable chemical structure and physical and chemical properties, has lower viscosity,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/00C07D307/93
CPCC07D307/00C07D307/93Y02P20/584
Inventor 张鹏可冯海东吴悲鸿张彩霞屈凤波高东峰许静静王金林王晓慧
Owner PUYANG HUICHENG ELECTRONICS MATERIAL
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