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

Method for selectively oxidizing styrene in water

A styrene oxidation and selective technology, applied in chemical instruments and methods, oxidation preparation of carbonyl compounds, organic chemistry, etc., can solve the problems of toxicity and environmental pollution, safety hazards, high price of organic solvents, etc., and achieve high conversion rate, Short reaction time and high selectivity

Active Publication Date: 2022-07-29
JIANGSU ZHONGLI GRP CO LTD +1
View PDF7 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Under normal circumstances, most of these catalytic reactions are carried out in organic solvents. The price of organic solvents is relatively high, and most of them are toxic and environmentally polluting, and have certain potential safety hazards.

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 selectively oxidizing styrene in water
  • Method for selectively oxidizing styrene in water
  • Method for selectively oxidizing styrene in water

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Pipette pyrrole (2 mL, 1 equiv, 30 mmol) with a pipette, weigh 4-bromobenzaldehyde (5 g, 1 equiv, 30 mmol) with an electronic balance, add it to a 250 mL round-bottomed flask, and weigh 45 in a graduated cylinder. mL propionic acid and 15 mL acetic acid were added to a round-bottomed flask, a magnet was added, heated with an oil bath, stirred at 120 °C for 2 h, cooled to room temperature, evaporated under reduced pressure to remove most of the propionic acid and acetic acid, and methanol After washing three times, 5,10,15,20-tetrakis(4-bromophenyl)porphyrin was obtained after drying. See figure 1 , to prove the nuclear magnetic image of 5, 10, 15, 20-tetrakis (4-bromophenyl) porphyrin obtained in this example.

[0062] Manganese acetate (268 mg, 1 equiv, 1 mmol) and 5, 10, 15, 20-tetrakis(4-bromophenyl) porphyrin (200 mg, 0.33 equiv, 0.33 mmol) were weighed using an electronic balance, and 25 6 mL reaction flask, weigh 6 mL of DMF into the reaction flask, add magnetro...

Embodiment 2

[0065] Styrene (11.5 μL, 0.1 equiv, 0.1 mmol) was added to 1 mL of water, polymanganese porphyrin (5.0 mg, 0.005 equiv, 0.0005 mmol) was added, followed by cumene hydroperoxide (43.4 μL, 0.3 equiv, 0.3 mmol), and the reaction was magnetically stirred for 1 h at 25 °C to obtain the product styrene oxide.

[0066] Among them, the conversion rate of styrene is 42%, and the selectivity of styrene oxide is 84%.

Embodiment 3

[0068] Styrene (11.5 μL, 0.1 equiv, 0.1 mmol) was added to 1 mL of water, polymanganese porphyrin (5.0 mg, 0.005 equiv, 0.0005 mmol) was added, followed by cumene hydroperoxide (43.4 μL, 0.3 equiv, 0.3 mmol), and the reaction was magnetically stirred at 40 °C for 1 h to obtain the product styrene oxide.

[0069] Among them, the conversion rate of styrene is 74%, and the selectivity of styrene oxide is 80%.

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 method for selectively oxidizing styrene in water, which comprises the following steps: adding styrene, a catalyst and an oxidant into a reaction solvent, carrying out oxidation reaction at 25-55 DEG C, and filtering the obtained product after the oxidation reaction to obtain filtrate; wherein the reaction solvent is water; the oxidizing agent is cumyl hydroperoxide or a hydrogen peroxide solution; the catalyst is polymanganese porphyrin. A reaction solvent for oxidizing styrene is water which replaces a traditionally used organic solvent, the method is safe, cheap, non-toxic and pollution-free and conforms to the modern green chemistry concept, a polymanganese porphyrin catalyst is used and matched with an oxidizing agent, a selective catalytic reaction is efficiently carried out in a water solvent, and the system is short in reaction time, high in conversion rate and relatively high in selectivity.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to a method for selectively oxidizing styrene in water. Background technique [0002] Styrene oxidation reaction is a kind of classic organic reaction. The double bond of styrene has high reactivity. Under the combined action of catalyst and oxidant, the double bond of styrene is opened or broken to cause addition, oxidation and other reactions. , generate styrene oxide, phenylacetaldehyde, benzaldehyde, benzoic acid and other products. [0003] Styrene oxide can be used as a diluent, UV absorber, and flavor enhancer for epoxy resins, and is also an important intermediate in organic synthesis, pharmaceutical, and perfume industries. It is the main component of clove oil and neroli oil, and is widely used in the preparation of food, tobacco, soap and cosmetic flavors. Styrene oxide is mainly synthesized by the halohydrin method in industry, and a small amount of styrene i...

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): C07D301/19C07D303/04C07C45/28C07C47/54B01J31/18
CPCC07D301/19C07D303/04C07C45/28B01J31/183B01J2531/72B01J2531/025B01J2231/72B01J2231/70C07C47/54Y02P20/584
Inventor 陈新祥宋汪泽孔令蜜郑楠万洪刚白景佩王达伟苏振华
Owner JIANGSU ZHONGLI GRP 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