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

A method for preparing corresponding diacids by oxidizing cyclic ketones

A technology for oxidizing cyclic ketones and cyclic ketones is used in the preparation of carboxylic acids by oxidation, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of many intermediate steps, harsh operating conditions, and low conversion rates, and achieve catalytic oxidation activity. And the effect of good stability of catalytic activity, favorable for industrial production and application, and simple production process

Active Publication Date: 2011-11-30
CHINA PETROLEUM & CHEM CORP +1
View PDF5 Cites 14 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The current industrial method of producing adipic acid through the oxidation of cyclohexanol and cyclohexanone originated from DuPont’s process in the 1940s, that is, using 40-60% concentrated nitric acid and copper and vanadium catalysts to catalyze the oxidation of cyclohexanol and Cyclohexanone produces adipic acid with a yield of about 80%. The reaction requires the use of concentrated nitric acid, which seriously corrodes and pollutes equipment and produces nitrogen-containing compounds that seriously pollute the environment.
Moreover, the process of oxidizing cyclohexane to produce cyclohexanol and cyclohexanone often uses a homogeneous cobalt-based catalyst, and the product yield is low. At the same time, a large amount of strong acid and strong alkali solution is required to corrode equipment and pollute the environment.
In short, in the current multi-step process of producing adipic acid using cyclohexane as raw material in industry, there are many intermediate steps, a large amount of waste lye and nitrogen oxides are produced, the operating conditions are harsh, and the conversion rate of cyclohexane into KA oil is average. <10%, selectivity about 80%, cyclohexane conversion rate is low and cyclohexane circulation volume is large, energy consumption is high, especially in cyclohexyl hydroperoxide decomposition process, the selectivity of cyclohexanone is poor, yield low rate

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
  • A method for preparing corresponding diacids by oxidizing cyclic ketones
  • A method for preparing corresponding diacids by oxidizing cyclic ketones

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Cyclohexanone, hydrogen peroxide, solvent and catalyst (the mass ratio of TS-1 and phosphotungstic heteropolyacid is 10) according to the mol ratio of cyclohexanone and hydrogen peroxide is 1: 2, solvent methanol and catalyst mass ratio is 20, the mass ratio of cyclohexanone to the catalyst is 20, and the reaction is carried out at a temperature of 50° C. and a pressure of 1.5 MPa. The results of the 2-hour reaction were as follows: the conversion rate of cyclohexanone was 76%; the selectivity of adipic acid was 94%. The results of the reaction for 15 hours were as follows: the conversion rate of cyclohexanone was 74%; the selectivity of adipic acid was 92%.

Embodiment 2

[0035] With cyclohexanone, hydrogen peroxide, solvent and catalyst (the mass ratio of TS-1 and molybdenum tungsten heteropoly blue is 2) according to the molar ratio of cyclohexanone and hydrogen peroxide is 1: 2, the mass of solvent methanol and catalyst The ratio is 120, the mass ratio of cyclohexanone to the catalyst is 40, and the reaction is carried out at a temperature of 30° C. and a pressure of 1.5 MPa. The results of the 2-hour reaction were as follows: the conversion rate of cyclohexanone was 53%; the selectivity of adipic acid was 92%. The results of the reaction for 15 hours were as follows: the conversion rate of cyclohexanone was 47%; the selectivity of adipic acid was 89%.

Embodiment 3

[0037] With 1,3-dimethylcyclohexanone, hydrogen peroxide, solvent and catalyst (the mass ratio of TS-1 and isovanadic acid is 50) according to the molar ratio of cyclic ketone and hydrogen peroxide is 1: 5, solvent The mass ratio of acetone to catalyst is 200, the mass ratio of cyclic ketone to catalyst is 80, and the reaction is carried out at a temperature of 60° C. and a pressure of 1.0 MPa. The result of reaction for 2 hours is as follows: the conversion rate of cyclic ketone is 74%; the selectivity of diacid is 94%. The result of reaction for 15 hours is as follows: the conversion rate of cyclic ketone is 72%; the selectivity of diacid is 91%.

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 preparing corresponding diacid by cyclone oxide, and is characterized in that a composition composed of a titanium-silicon molecular sieve and multiple-metal oxyacid or a salt thereof are taken as a catalyst, under the temperature of 10 DEG C-160 DEG C and the pressure of 0.1-2.0 MPa, cyclic ketones, hydrogen peroxide, a solvent and the catalyst are reacted according to a mol ratio of 1: 0.1-10 of cyclic ketones to hydrogen peroxide, a mass ratio of 1-1000:1 of solvent to catalyst and a mass ratio of 1-100:1 of cyclic ketones to catalyst. The method has the advantages of high conversion rate of cyclic ketones, good selectivity of corresponding diacid, good catalytic activity and stability. The preparation method is an environment-friendly synthetic process, and has a simple production process which is suitable for industrial production and application.

Description

technical field [0001] The present invention relates to a method for catalytically oxidizing cyclic ketones, and more particularly relates to a method for preparing corresponding diacids by oxidizing cyclic ketones with a composition mainly composed of titanium-silicon molecular sieves as a catalyst. Background technique [0002] Dicarboxylic acids are important chemical raw materials, among which succinic acid, glutaric acid, adipic acid, etc. are important. For example, adipic acid is the main monomer of synthetic fiber-nylon 66 and the main raw material of nylon engineering plastics. At the same time, adipic acid is the main raw material for the synthesis of polyurethane foam, synthetic leather (PU), synthetic rubber and film. Adipic acid can be used as food acidifier, ester plasticizer and textile treatment agent, and can also be used in the production of medicine, pesticide, spice, adhesive and flux. [0003] In the traditional adipic acid production process, benzene 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): C07C51/31C07C51/285C07C55/14C07C55/12C07C55/16C07C55/18C07C55/32B01J29/89
Inventor 史春风邹飞艳林民朱斌龙立华夏长久汝迎春
Owner CHINA PETROLEUM & CHEM 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