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

Method for producing epoxy compound

A technology for epoxy compounds and manufacturing methods, applied in the direction of organic chemical methods, chemical instruments and methods, chemical/physical processes, etc., can solve the problems of reduced epoxy body selectivity, troublesome post-processing, etc., and achieve safe and simple manufacturing Effect

Inactive Publication Date: 2021-04-09
JXTJ NIPPON OIL & ENERGY CORP
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But, there are following problems: (i) peracid needs attention in operation, (ii) generates ester body etc. because the epoxide body that generates and the carboxylic acid that exists in reaction system react, and the selectivity of epoxide body reduces, ( iii) In the production of alicyclic epoxy compounds that are considered to have high reactivity with acids, the organic acid that coexists easily reacts with the epoxy group generated in the presence of water, and the ring-opening of the epoxy group and the selection of the epoxy body rate reduction, (iv) troublesome post-processing after the reaction, etc.
[0003] As mentioned above, none of the existing methods for epoxidizing an organic compound having a carbon-carbon double bond is an industrially advantageous method from the viewpoint of safety and efficiency.

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
  • Method for producing epoxy compound
  • Method for producing epoxy compound
  • Method for producing epoxy compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0141] Hereinafter, although an Example demonstrates this invention in more detail, this invention is not limited to these Examples.

[0142]

[0143] In the reaction container equipped with thermometer, stirrer, reflux tube, dropping device, drop into the diene compound 25.9g that formula (1) represents, toluene 6.58g, sodium tungstate 2 hydrate 1.42g, trioctyl methyl ammonium. 2.12 g of methylsulfate, 0.694 g of phenylphosphonic acid and 2.81 g of anhydrous sodium sulfate, after that, 32.7 g of 45% hydrogen peroxide was added dropwise over 4 hours while stirring at 25° C. hour response. The pH of the reaction solution during the reaction was 4.0 to 6.5. After the reaction, gas chromatography was used to analyze, and the conversion rate of the compound represented by the result formula (1) was 96%, and the selectivity of the epoxy compound represented by the formula (2) to formula (4) was 91% (yield 86%) , the selectivity of by-products was 9% (yield 8%).

[0144]

Embodiment 2

[0146] Put 25.9 g of diene compounds represented by formula (1), 6.6 g of toluene, 1.43 g of sodium tungstate dihydrate, and didecyldimethylammonium into a reaction vessel equipped with a thermometer, a stirrer, a reflux tube, and a dropping device. · 1.88 g of methyl sulfate, 0.69 g of phenylphosphonic acid, and 2.76 g of anhydrous sodium sulfate, after that, 32.7 g of 45% hydrogen peroxide solution was added dropwise over 4 hours while stirring at 25°C, and then carried out at 30°C 7 hours response. The pH of the reaction solution during the reaction was 4.7 to 6.5. After the reaction, gas chromatography was used to analyze, and the conversion rate of the compound represented by the result formula (1) was 97%, and the selectivity of the epoxy compound represented by the formula (2) to formula (4) was 92% (yield 90%) , the selectivity of by-products was 8% (yield 8%).

[0147]

Embodiment 3

[0149] Put 25.8 g of diene compounds represented by formula (1), 6.6 g of toluene, 1.43 g of sodium tungstate dihydrate, and didecyldimethylammonium into a reaction vessel equipped with a thermometer, a stirrer, a reflux pipe, and a dropping device. 1.93 g of methylsulfate and 0.72 g of phenylphosphonic acid were then added dropwise to 32.8 g of 45% aqueous hydrogen peroxide over 4 hours while stirring at 25° C., and then reacted at 30° C. for 7 hours. The pH of the reaction solution during the reaction was 4.1 to 5.3. After the reaction, gas chromatography was used to analyze, and the conversion rate of the compound represented by the result formula (1) was 99%, and the selectivity of the epoxy compound represented by the formula (2) to formula (4) was 84% ​​(yield 83%) , the selectivity of by-products was 16% (yield 16%).

[0150]

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
conversion efficiencyaaaaaaaaaa
conversion efficiencyaaaaaaaaaa
conversion efficiencyaaaaaaaaaa
Login to View More

Abstract

[Problem] To provide a method for producing an epoxy compound at a high yield by means of hydrogen peroxide while suppressing the generation of by-products, wherein an organic compound having a carbon-carbon double bond is used as a raw material. [Solution] The present invention provides a method for producing an epoxy compound, the method comprising a step for subjecting an organic compound having a carbon-carbon double bond to hydrogen peroxide in the presence of a catalyst to oxidize the carbon-carbon double bond, wherein the catalyst contains: a tungsten compound; a phosphoric acid, a phosphonic acid, or salts thereof; and an onium salt having alkyl sulfate ions as anions and represented by formula (I) [in the formula, R1 is a C1-18 linear or branched aliphatic hydrocarbon group which may be substituted by 1 to 3 phenyl groups].

Description

technical field [0001] The present invention relates to a kind of production method of epoxy compound. Background technique [0002] As a conventional method for producing an epoxy compound, for example, a method of oxidizing olefins with peracids such as peroxyacetic acid is known (Patent Document 1). But, there are following problems: (i) peracid needs attention in operation, (ii) generates ester body etc. because the epoxide body that generates and the carboxylic acid that exists in reaction system react, and the selectivity of epoxide body reduces, ( iii) In the production of alicyclic epoxy compounds that are considered to have high reactivity with acids, the organic acid that coexists easily reacts with the epoxy group generated in the presence of water, and the ring-opening of the epoxy group and the selection of the epoxy body rate reduction, (iv) troublesome post-processing after the reaction, etc. [0003] As described above, none of the conventional methods for ...

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 Applications(China)
IPC IPC(8): C07D303/04C07D301/12C07D303/06C07D493/04C07D493/08C07B61/00
CPCC07D303/06C07D303/04C07D493/08C07D301/12C07D493/04C07D407/04C07D303/22C07B61/00B01J31/0239B01J31/0268B01J23/30B01J27/055B01J31/0259B01J2231/72
Inventor 高田翔平上健太小池刚龟山敦史
Owner JXTJ NIPPON OIL & ENERGY CORP
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