The method of styrene epoxidation reaction

A technology of epoxidation reaction and styrene, which is applied in chemical instruments and methods, organic chemistry, chemical/physical processes, etc., can solve the problems of poor catalyst stability and achieve the effects of good stability, low cost and excellent catalytic performance

Active Publication Date: 2016-04-06
CHINA PETROLEUM & CHEM CORP +1
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Kureshy et al. investigated the catalytic performance of Mn(II)-, Ru(II)-Schiff base complexes for the epoxidation of styrene, using Mn(II)-Schiff base complexes as catalysts, at a temperature of 25 °C, the reaction After 180min, the yield of styrene oxide is 42%, and with Ru (II)-Schiff base complex as catalyzer, the yield of styrene oxide is only 26%, and the stability of these two kinds of catalyzers is relatively poor

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
  • The method of styrene epoxidation reaction
  • The method of styrene epoxidation reaction
  • The method of styrene epoxidation reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Weigh 10 millimoles of o-aminophenol, put it into a round-bottomed flask (50 milliliters) containing 20 milliliters of absolute ethanol, heat and stir at 50° C., add 10 millimoles of 2-acetylpyridine after the o-aminophenol is completely dissolved, and stir for 1 After 6 days, the light yellow polyhedral crystals were separated by suction filtration and washed with a small amount of ethanol to obtain 2-acetylpyridine o-aminophenol Schiff base complex.

[0021] Weigh 5mmol of 2-acetylpyridine-o-aminophenol, put it into a round-bottomed flask (50ml) containing 15ml of absolute ethanol, heat and stir at 75°C, and add 5mmol of acetylacetone after the 2-acetylpyridine-o-aminophenol is completely dissolved Molybdenum, stirred brown powder to precipitate, continue to heat and stir for 2 hours, then cool and suction filter, wash with ethanol and dry in vacuum at 40°C to obtain a brown powder product, its structural formula is as follows, and its infrared analysis spectrum is sho...

Embodiment 2

[0024] Weigh 10 mmol of o-aminophenol, put it into a round-bottomed flask (50 ml) containing 20 ml of pyridine, heat and stir at 50°C, add 10 mmol of 2-acetylpyridine after the o-aminophenol is completely dissolved, and stir for 1 hour After standing for 6 days, the light yellow polyhedral crystals were separated by suction filtration and washed with a small amount of ethanol to obtain 2-acetylpyridine o-aminophenol Schiff base complex.

[0025] Weigh 5mmol of 2-acetylpyridine-o-aminophenol, put it into a round-bottomed flask (50ml) containing 15ml of pyridine, heat and stir at 75°C, and add 5mmol of molybdenum acetylacetonate after the 2-acetylpyridine-o-aminophenol is completely dissolved. Stir brown powder to precipitate, continue to heat and stir for 2 hours, then cool and suction filter, wash with pyridine and dry in vacuum at 40°C to obtain the product. Its structural formula is as follows, and its infrared analysis spectrum is consistent with figure 1 resemblance.

[0...

Embodiment 3

[0028] Take 2.5mmol (0.29ml) of styrene, 5mmol (0.72ml) of tert-butyl hydroperoxide (TBHP), 6ml of benzene as solvent, and 0.025mmol of catalyst, put them into a 25ml one-necked flask, stir in an oil bath at 80°C, condense and reflux 9h. The molar ratio of styrene to catalyst was 100:1.

[0029] Reaction result: the conversion rate of styrene is 69.35%, and the selectivity of styrene oxide is 80.19%.

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 a styrene epoxidation reaction method, which mainly solves the problem that methods for catalyzing epoxidation of styrene by adopting a molybdenum Schiff alkali compound are undisclosed in the previous literatures. According to the method, tert-butyl hydroperoxide and styrene are taken as raw materials and are in contact with a catalyst for 1-24 hours to generate styrene oxide in the presence of a solvent at an ordinary pressure under the conditions that the reaction temperature is 30-120 DEG C, and the molar ratio of the tert-butyl hydroperoxide to the styrene is (1-20):1, wherein the catalyst is a 2-acetylpyridine o-aminophenol molybdenum complex, the chemical structural formula of the 2-acetylpyridine o-aminophenol molybdenum complex is shown in the specification, and in the formula, R is selected from -OHR2 or R2 is CnH2n+1, and n is 2-10. The method can be applied to the industrial production of styrene oxide prepared through styrene epoxidation reaction.

Description

technical field [0001] The invention relates to a method for styrene epoxidation reaction. Background technique [0002] Schiff base refers to a class of organic compounds containing imine or azimine characteristic groups (-RC=N-), which are formed by condensation of carbonyl and amino groups of aldehydes and ketones under certain conditions. Due to the hyperconjugation between the C=N bond and the benzene ring, such compounds are generally relatively stable. The benzene ring contains Schiff bases with coordination functional groups such as -OH and -N. The intramolecular hydrogen bonding makes it have a rigid structure, and it is very easy to form complexes with high-valent metals as multi-dentate ligands. Therefore, Schiff bases occupy an important position in coordination chemistry. [0003] Schiff bases are an important class of organic synthesis reagents and intermediates. Schiff base compounds and their metal complexes have important applications in the field of cata...

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): C07D303/04C07D301/19B01J31/22
Inventor 高焕新王戈金国杰宋纪元陶乔杨穆谭丽
Owner CHINA PETROLEUM & CHEM CORP
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap