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

Novel catalyst-free oxidation method for cyclooctane

A cyclooctane and catalyst technology, which is applied in the field of cyclooctane catalyst-free oxidation, can solve problems such as environmental pollution, increased cyclooctane oxidation cost, unfavorable large-scale development of downstream products, etc., to achieve simple operation, prevent transition metal pollution, low cost effect

Inactive Publication Date: 2019-02-22
ZHEJIANG UNIV OF TECH
View PDF1 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The use of a catalytic system will undoubtedly increase the cost of cyclooctane oxidation, and will cause additional environmental pollution problems, which is not conducive to the large-scale development of downstream products of cyclooctane oxidation products

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 catalyst-free oxidation method for cyclooctane

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] In a 100 mL stainless steel autoclave with a tetrafluoroethylene liner, feed 50.0 g of cyclooctane, and close the autoclave. Stir and slowly raise the temperature to 140°C, pass O 2 to 1.2MPa, at 140°C, 1.2MPa O 2 The reaction was stirred under pressure for 8.0 h, stirred and cooled to room temperature in an ice-water bath. The autoclave was turned on, and the obtained reaction mixture was filtered. The obtained solid was washed with 3×10 mL of cyclooctane, and dried in vacuum at 60° C., and the obtained white solid was analyzed by HPLC. The yield of suberic acid was 0.93%, and the yield of pimelic acid was 0.15%. Filtrate the obtained filtrate to rectify under reduced pressure, take 70 ℃ ~ 80 ℃ (20mm Hg) fraction, namely cyclooctanone, GC internal standard method analysis yield 5.68%; take 120 ℃ ~ 130 ℃ (22mm Hg) fraction, namely It is cyclooctyl alcohol, and the yield is 2.46% by GC internal standard analysis; at the same time, unreacted cyclooctane is recovered by ...

Embodiment 2

[0015] In a 100 mL stainless steel autoclave with a tetrafluoroethylene liner, feed 50.0 g of cyclooctane, and close the autoclave. Stir and slowly raise the temperature to 100°C, pass O 2 to 1.2MPa, at 100°C, 1.2MPa O 2 The reaction was stirred under pressure for 8.0 h, stirred and cooled to room temperature in an ice-water bath. The autoclave was turned on, the obtained reaction mixture was filtered, the obtained solid was washed with 3×10 mL cyclooctane, and dried in vacuum at 60° C., and the obtained white solid was analyzed by HPLC, and the yield of suberic acid was 0.0%, and the yield of pimelic acid was 0.0%. Filtrate the obtained filtrate to rectify under reduced pressure, take 70 ℃ ~ 80 ℃ (20mm Hg) fraction, namely cyclooctanone, GC internal standard method analysis yield 4.32%; take 120 ℃ ~ 130 ℃ (22mm Hg) fraction, namely It is cyclooctyl alcohol, and the yield is 0.04% by GC internal standard analysis; at the same time, rectification recovers unreacted cyclooctan...

Embodiment 3

[0017] In a 100 mL stainless steel autoclave with a tetrafluoroethylene liner, feed 50.0 g of cyclooctane, and close the autoclave. Stir and slowly raise the temperature to 160°C, pass O 2 to 1.2MPa, at 160°C, 1.2MPa O 2 The reaction was stirred under pressure for 6.0 h, stirred and cooled to room temperature in an ice-water bath. The autoclave was turned on, and the obtained reaction mixture was filtered. The obtained solid was washed with 3×10 mL of cyclooctane, and dried in vacuum at 60° C., and the obtained white solid was analyzed by HPLC. The yield of suberic acid was 1.85%, and the yield of pimelic acid was 0.87%. Filtrate the obtained filtrate and rectify under reduced pressure, take 70 ℃ ~ 80 ℃ (20mm Hg) fraction, namely cyclooctyl ketone, GC internal standard method analysis yield 6.58%; take 120 ℃ ~ 130 ℃ (22mm Hg) fraction, namely It is cyclooctyl alcohol, and the yield is 1.26% by GC internal standard analysis; at the same time, unreacted cyclooctane is recovere...

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

A novel catalyst-free oxidation method for cyclooctane includes the steps of adding the cyclooctane into a reaction vessel, carrying out a reaction at the temperature of 100-160 DEG C and under 0.8-2MPa for 3-48 hours, and after post-treatment of reaction liquid, performing separation to obtain oxidized products: suberic acid, pimelic acid, cyclooctanol and cyclooctanone. The novel catalyst-freeoxidation method for the cyclooctane has the advantages that the method is simple to operate and low in cost; no catalyst is used, and accordingly, transition metal pollution of the oxidized productsis prevented; clean O2 is taken as an oxidant, and environment protection is realized.

Description

(1) Technical field [0001] The invention relates to a new catalyst-free oxidation method of cyclooctane, which belongs to the field of organic synthesis. (2) Background technology [0002] Catalytic oxidation of cyclooctane to prepare cyclooctanol and cyclooctanone is an important chemical conversion process in the chemical industry. Further oxidation of cyclooctanol and cyclooctanone can obtain the important intermediate suberic acid, which has a large market demand. where O 2 Due to its low cost, easy availability, and high atom economy, it has become the best choice for the catalytic oxidation of cyclooctane, but currently O 2 The cyclooctane oxidation system as an oxidant often uses a catalyst to promote the reaction, such as metal complex catalysis, metal nanoparticle catalysis, metal oxide particle catalysis, molecular sieve catalysis, carbon material catalysis, light-promoted catalysis, heteropolyacid catalysis, metal- Organic framework materials catalysis, etc. Th...

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): C07C27/12C07C29/50C07C35/20C07C45/33C07C49/413C07C51/215C07C55/16C07C55/02
CPCC07C29/50C07C45/33C07C51/215C07C2601/18C07C35/20C07C49/413C07C55/16C07C55/02
Inventor 沈海民齐备佘远斌
Owner ZHEJIANG UNIV OF TECH
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