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

Novel method for producing methyl hexahydrobenzene anhydride

A technology of methyl hexahydrophthalic anhydride and methyl tetrahydrophthalic anhydride, applied in the new field of producing methyl hexahydrophthalic anhydride, can solve problems such as easy coking, high boiling point, catalyst poisoning, etc. The effect of mild reaction conditions

Inactive Publication Date: 2007-05-02
HENAN ACADEMY OF SCI CHEM RES INST CO LTD
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Methyl hexahydrophthalic anhydride is usually produced by catalytic hydrogenation of methyl tetrahydrophthalic anhydride. During the hydrogenation process, the double bond of methyl tetrahydrophthalic anhydride is activated, and the double bond is easily transferred. Incomplete hydrogenation results in the generation of by-product transposition methyl tetrahydrophthalic anhydride. At the same time, under the action of hydrogen atoms, the acid anhydride is also prone to side reactions such as condensation, hydrogenolysis, and cross-linking, resulting in high-boiling point and low-boiling point impurities that are difficult to separate. , not only affect the reaction conversion rate, selectivity and yield, but also the high boiling point by-products are easy to coke at the reaction temperature and adsorb on the surface of the catalyst, leading to catalyst poisoning
The boiling point of methyl tetrahydrophthalic anhydride and its isomers is close to that of methyl hexahydrophthalic anhydride, and the boiling point is high. After the reaction, it is difficult to effectively separate through traditional separation methods such as rectification, which seriously affects product quality.

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
  • Novel method for producing methyl hexahydrobenzene anhydride
  • Novel method for producing methyl hexahydrobenzene anhydride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] At a temperature of 50°C and the presence of 3 grams of aluminum chloride, the acyclic carbon five (the main components of which are isoprene and piperylene) is gradually added to 98 grams of maleic anhydride, and the Diels-Alder reaction is carried out. Generates methyl tetrahydrophthalic anhydride. Then add 1 g of skeleton nickel and 0.1 g of bis(bis(diphenylphosphinooxyethane)) copper tetrabromide polymer to the generated methyltetrahydrophthalic anhydride, and place it in an autoclave at a temperature of 140°C and a hydrogen pressure of 4MPa. The catalytic hydrogenation reaction was carried out for 4 hours, the catalyst was filtered after cooling, and 152 grams of colorless liquid methylhexahydrophthalic anhydride was obtained by distillation under reduced pressure, with a yield of 90.3%.

Embodiment 2

[0021] In the presence of a temperature of 80° C. and 1.5 g of aluminum chloride, acyclic carbon five (the main components of which are isoprene and piperylene) is gradually added to 98 g of maleic anhydride to react to generate methyltetrahydrophthalic anhydride. Then, 2.5 grams of skeleton nickel and 0.3 grams of bis(bis(diphenylphosphinooxyethane)) copper tetrabromide polymer were added to the generated methyltetrahydrophthalic anhydride, and placed in an autoclave at a temperature of 120°C and a hydrogen pressure of 2MPa. The catalytic hydrogenation reaction was carried out for 5 hours, the catalyst was filtered after cooling, and 157 grams of colorless liquid methylhexahydrophthalic anhydride was obtained by distillation under reduced pressure, with a yield of 93.3%.

Embodiment 3

[0023] At a temperature of 120° C. and the presence of 0.5 g of zinc chloride, acyclic carbon five (the main components of which are isoprene and piperylene) is gradually added to 98 g of maleic anhydride to react to generate methyltetrahydrophthalic anhydride. Then add 5 g of skeleton nickel and 0.5 g of bis(bis(diphenylphosphinooxyethane)) copper tetrabromide polymer to the generated methyltetrahydrophthalic anhydride, and place it in an autoclave at a temperature of 100°C and a hydrogen pressure of 1MPa. The catalytic hydrogenation reaction was carried out for 6 hours, the catalyst was filtered after cooling, and 155 g of colorless liquid methylhexahydrophthalic anhydride was obtained by distillation under reduced pressure, with a yield of 92.2%.

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

PropertyMeasurementUnit
flash pointaaaaaaaaaa
Login to View More

Abstract

The invention discloses a new preparation method for methyl hexahydro benzoic anhydride. Wherein, using cisanhydride, isoprene and pentadiene as raw material; absorbing directly isoprene and pentadiene with catalyst to generate methyl tetrahydro benzoic anhydride that generates the objective product by using catalytic hydrogenation reaction with composite catalyst with high activity and selectivity. The reaction condition is mild, and the product yield is increased from 65-75% to 90-95%.

Description

Technical field [0001] The invention relates to a new production method of chemical products, in particular to a new production method of methylhexahydrophthalic anhydride. Background technique [0002] Methylhexahydrophthalic anhydride, referred to as methylhexahydrophthalic anhydride (MHHPA), is a colorless and transparent liquid, molecular formula C 9 H 12 O 3 , Molecular weight 168.19, specific gravity 1.162g / cm 3 , Relative density d 4 25 1.168, flash point ≥160℃, vapor pressure 0.7kPa / 127℃, soluble in benzene, toluene, acetone, carbon tetrachloride, chloroform, glycol, ethyl acetate, slightly soluble in petroleum ether. Methylhexahydrophthalic anhydride has a saturated and stable six-membered ring structure and exists in a liquid state. It is an important intermediate in electronic information materials, medicines, pesticides, resins, and defense industries. It has been widely used in recent years, mainly used in epoxy resin curing agent, coating, plasticizer, adhesive, in...

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): C07D307/60
Inventor 郭利兵张海洋赵东杨瑞娜赵亮傅鹏飞席振峰
Owner HENAN ACADEMY OF SCI CHEM RES INST CO LTD
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