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Method for preparing adipic acid by oxidizing cyclohexene with air under catalysis of non-metal carbon

A non-metal, cyclohexene technology, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylates, etc., can solve the problems of high reaction temperature, long reaction time, easy deactivation, etc. Simple, environmentally friendly system and high catalytic activity

Inactive Publication Date: 2013-07-10
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the noble metal catalyst is used in the one-step catalytic oxidation reaction to produce adipic acid, it is difficult for the noble metal catalyst to show good catalytic activity and is more prone to deactivation due to the long reaction time and high reaction temperature

Method used

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  • Method for preparing adipic acid by oxidizing cyclohexene with air under catalysis of non-metal carbon
  • Method for preparing adipic acid by oxidizing cyclohexene with air under catalysis of non-metal carbon

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1: Weigh 0.2 g of acidified carbon nanotubes, put them into a 50 mL stainless steel autoclave filled with 10 mL of deionized water, place the reaction kettle in an ultrasonic instrument, and ultrasonicate for 30 minutes until the graphene oxide is evenly dispersed in water. Add 0.62 mL (0.50 g) of cyclohexene into it, replace the air in the autoclave with oxygen, and then introduce oxygen until the total pressure is 1 MPa. Increase the internal temperature of the autoclave to 80 o C, stirred for 8 hours. After the reaction, cool the autoclave to room temperature, open the autoclave, take out the reaction solution and filter it. The filtrate is separated after standing. The upper oil phase is determined by gas chromatography, and the lower water phase is determined by liquid chromatography to obtain a cyclohexene conversion rate of 32%. , Adipic acid selectivity 17%.

Embodiment 2

[0028] Example 2: Weigh 0.5 g of acidified carbon nanotubes, put them into a 50 mL stainless steel autoclave filled with 10 mL of deionized water, place the reaction kettle in an ultrasonic instrument, and ultrasonicate for 30 minutes until graphene oxide is evenly dispersed in water. Add 0.62 mL (0.50 g) of cyclohexene into it, replace the air in the autoclave with oxygen, and then introduce oxygen until the total pressure is 2 MPa. Increase the internal temperature of the autoclave by 100 o C, stirred for 8 hours. After the reaction, cool the autoclave to room temperature, open the autoclave, take out the reaction solution and filter it, and separate the filtrate after standing. The upper oil phase is determined by gas chromatography, and the lower water phase is determined by liquid chromatography to obtain a cyclohexene conversion rate of 44%. , Adipic acid selectivity 27%.

Embodiment 3

[0029] Example 3: Weigh 0.5 g of acidified carbon nanotubes, put them into a 50 mL stainless steel autoclave filled with 10 mL of deionized water, place the reaction kettle in an ultrasonic instrument, and ultrasonicate for 30 minutes until graphene oxide is evenly dispersed in water. Add 0.62 mL (0.50 g) of cyclohexene into it, replace the air in the autoclave with oxygen, and then introduce oxygen until the total pressure is 2 MPa. Increase the internal temperature of the autoclave to 120 o C, stirred for 8 hours. After the reaction, cool the autoclave to room temperature, open the autoclave, take out the reaction solution and filter it, the filtrate is separated after standing, the upper layer oil phase is measured by gas chromatography, and the lower layer water phase is measured by liquid chromatography to obtain a cyclohexene conversion rate of 56%. , Adipic acid selectivity 40%.

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Abstract

The invention belongs to the technical field of catalysis and synthesis and in particular relates to a method for preparing adipic acid by oxidizing cyclohexene with air under catalysis of non-metal carbon. The method adopts cyclohexene as a raw material, a non-metal carbon material as a catalyst, molecule oxygen as an oxygen source, and the adipic acid is catalyzed and synthesized in one step. According to the method, the adipic acid is prepared by oxidizing cyclohexene with air under catalysis of non-metal carbon, the used equipment and process are simple, the catalyst is low in price and easy to prepare and has high catalysis activity and high selectivity, no pollution is caused, the system is environmental-friendly, and the method is an environment-friendly process.

Description

technical field [0001] The invention belongs to the technical field of catalytic synthesis, and in particular relates to a method for preparing adipic acid by non-metallic carbon catalytic air oxidation of cyclohexene. Background technique [0002] Adipic acid, also known as fatty acid, is one of the most valuable dibasic acids among aliphatic dicarboxylic acids. It is mainly used in the production of nylon 66 fibers, nylon 66 engineering plastics, polyurethane, foam plastics and plasticizers. Polymeric fibers with industrial value can also be used to produce high-grade lubricating oil, food additives, pharmaceutical intermediates, fragrance and flavor control agents, plastic foaming agents, paint insecticides, adhesives and dyes, etc., with a wide range of uses. [0003] At present, almost all adipic acid manufacturers in foreign countries adopt the nitric acid oxidation process route using the mixture of cyclohexanol and cyclohexanone (commonly known as KA oil) as the raw ...

Claims

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Application Information

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IPC IPC(8): C07C55/14C07C51/25
Inventor 曹勇黄海柳翔刘永梅
Owner FUDAN UNIV
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