Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Endo-methylene hexahydrophthalic anhydride and production method thereof

A technology of endomethylene hexahydrophthalic anhydride and production method, which is applied in the field of organic chemical synthesis, can solve the problems of insufficient development and utilization, and achieve the convenience of industrial production, reduce production costs, and reduce environmental pollution Effect

Active Publication Date: 2011-09-07
PUYANG HUICHENG ELECTRONICS MATERIAL
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the continuous development of my country's petroleum industry, the output of dicyclopentadiene as a by-product of the production of ethylene is also increasing, but most of them have not been fully developed and utilized. In order to solve the comprehensive utilization of dicyclopentadiene in my country problems, and at the same time provide the chemical industry with a very broad application prospect of endomethylene hexahydrophthalic anhydride, therefore, it is of great significance to study its synthesis method

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Endo-methylene hexahydrophthalic anhydride and production method thereof
  • Endo-methylene hexahydrophthalic anhydride and production method thereof
  • Endo-methylene hexahydrophthalic anhydride and production method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Under 0℃ and stirring conditions, gradually add maleic anhydride to 600g of mixed carbon five, stop the reaction when there is no cyclopentadiene detected by gas chromatography, add 209g of maleic anhydride, filter with suction, and crystallize the solid Obtain 290 g of Nadic anhydride with a yield of 83%.

[0015] Then, 8.7g of catalyst was added to the generated Nadic anhydride (the loading amount of Ni was 10wt.%, n Co : N Ni =1:100), the catalytic hydrogenation reaction was carried out in an autoclave at a temperature of 140°C and a hydrogen pressure of 3MPa for 4 hours. After cooling, the catalyst was filtered and distilled under reduced pressure to obtain 261 g of endomethylene hexahydrophthalic anhydride. The yield was 90%.

[0016] 1 HNMR(300MHz, CDCl 3 ), δ / ppm: 3.15 (2H, CH), 2.13 (2H, CH), 1.77 (1H, CH), 1.74 (2H, CH) 2 ), 1.52(1H, CH), 1.47(2H, CH) 2 );

[0017] 13 CNMR(100MHz, CDCl 3 ), δ / ppm: 171.4, 47.2, 39.2, 34.5, 27.2;

[0018] IR(KBr), v / cm -1 : 2948, 1894...

Embodiment 2

[0021] Under stirring conditions at 2°C, gradually add maleic anhydride to 6Kg of mixed carbon five, stop the reaction when there is no cyclopentadiene detected by gas chromatography, add 2.1Kg of maleic anhydride, and centrifuge the reaction mixture. The liquid is vaporized, compressed and condensed to obtain 4.8Kg of decyclic carbon five, and the solid is crystallized to obtain 2.6Kg of Nadic anhydride, with a yield of 73%.

[0022] Then, 78g of catalyst (Ni loading is 20wt.%, n Co : N Ni =1:50), the catalytic hydrogenation reaction was carried out in an autoclave at a temperature of 110°C and a hydrogen pressure of 4MPa for 5 hours. After cooling, the catalyst was filtered and distilled under reduced pressure to obtain 2.4Kg of endomethylene hexahydrophthalic anhydride. The rate is 92%.

Embodiment 3

[0024] Under stirring conditions at 5°C, gradually add maleic anhydride to 18Kg of mixed carbon five, stop the reaction when there is no cyclopentadiene detected by gas chromatography, add 6.3Kg of maleic anhydride, and centrifuge the reaction mixture. The liquid is vaporized, compressed and condensed to obtain 13.8Kg of acyclic carbon five, and the solid is crystallized to obtain 8.4Kg of Nadic anhydride, with a yield of 79%.

[0025] Then, 252g of catalyst was added to the generated Nadic anhydride (the loading amount of Ni was 40wt.%, n Co : N Ni =1:200), the catalytic hydrogenation reaction was carried out in an autoclave at a temperature of 130°C and a hydrogen pressure of 1MPa for 6 hours. After cooling, the catalyst was filtered and distilled under reduced pressure to obtain 7.5Kg of endomethylene hexahydrophthalic anhydride. The rate is 90%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to endo-methylene hexahydrophthalic anhydride and a production method thereof, belonging to the field of organic chemical synthesis. The production method comprises the following steps of: directly absorbing cyclopentadiene by maleic anhydride for reaction to generate nadic anhydride by using maleic anhydride and mixed C5 as raw materials under 0-5 DEG C so as to obtain purifying products of the nadic anhydride through crystallization; then adding a Co-Ni / ZnO-ZrO2 catalyst into the generated nadic anhydride, carrying out catalytic hydrogenation reaction for 4-6 hours in an autoclave at the temperature of 100-140 DEG C and the hydrogen pressure of 1-4 MPa; filtering the Co-Ni / ZnO-ZrO2 catalyst after cooling; and distilling with reduced pressure to obtain the endo-methylene hexahydrophthalic anhydride. Compared with the prior art, the invention has the advantages that the nadic anhydride is prepared by taking a low-cost ethene by-product, i.e. the mixed C5, as the raw material, the endo-methylene hexahydrophthalic anhydride is further synthesized, a chemical raw material, i.e. decycling C5 is obtained simultaneously, the deep processing utilization of the mixedC5 is enhanced, and popularization and application value is realized.

Description

Technical field [0001] The invention relates to a chemical product and a production method thereof, in particular to endomethylene hexahydrophthalic anhydride and a production method thereof, and belongs to the field of organic chemical synthesis. Background technique [0002] 5-Norbornene-2,3-dicarboxylic anhydride (Nadic acid anhydride) is an important chemical raw material, widely used in many fields such as electronic information materials, synthetic resins and plastics, pesticides and pharmaceuticals, and its preparation process is simple. The cost of raw materials is lower. In addition, the resin synthesized as a raw material has better air-drying properties, higher heat resistance, better smoothness, higher electrical properties, and resistance than resins synthesized from phthalic anhydride and tetrahydrophthalic anhydride. Corrosion performance and mechanical strength, etc. Endomethylene hexahydrophthalic anhydride is the product of Nadic acid anhydride catalyst hydroge...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/93B01J23/80
CPCB01J37/031B01J23/80B01J23/002C07D307/93B01J2523/00B01J2523/27B01J2523/48B01J2523/845B01J2523/847B01J2523/17C07D307/89
Inventor 杨振强张海洋李江涛郭利兵吕海宽韩兆海蒋卫鹏陈淑敏马伟英周铎杨瑞娜
Owner PUYANG HUICHENG ELECTRONICS MATERIAL
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com