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Method for high-selectivity co-production of nitrocyclohexane and adipic acid

A nitrocyclohexane, high-selectivity technology, applied in chemical instruments and methods, nitro compound preparation, carboxylate preparation, etc., can solve the problem of low single-pass conversion rate and KA oil yield, slow progress, nitric acid consumption problems such as major problems, to achieve the effect of simplifying the process and equipment, simplifying the process, and generating less waste

Inactive Publication Date: 2013-05-29
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, the single-pass conversion rate and KA oil yield of cyclohexane oxidation process are very low, generally 3%-5% and 82%-83% respectively; the single-pass conversion rate and adipic acid yield of KA oil oxidation process with nitric acid are average 5% to 12% and 90% to 94% respectively, and the amount of nitric acid is large, 1.3 tons of 68% nitric acid is consumed for each ton of product produced, and a large amount of CO and NO are produced x , N 2 Toxic gas such as O
With the enhancement of people's awareness of environmental protection, it is of great significance to study the green chemical process of synthesizing adipic acid. At present, research and development are mainly carried out on synthetic routes, oxidants, catalysts, etc., but the progress is not fast.

Method used

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  • Method for high-selectivity co-production of nitrocyclohexane and adipic acid
  • Method for high-selectivity co-production of nitrocyclohexane and adipic acid
  • Method for high-selectivity co-production of nitrocyclohexane and adipic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Liquid cyclohexane is input by advection pump, and after being vaporized in the preheating section, according to cyclohexane: NO 2 =2:1 molar ratio with NO 2 Mixed into the tube reactor, the reaction is carried out at 300 ° C, the average residence time of the gas phase mixture is about 50 seconds, the reaction product from the reactor is condensed into the collection bottle through the condenser. The mixture in the collection bottle separated into two layers. After the upper layer was analyzed with the internal standard of gas chromatography, the conversion rate of cyclohexane was calculated by using material balance to be 15.5%, and the selectivity of nitrocyclohexane was 67.2%; Heavy, the selectivity of its adipic acid is 5.2%; the total selectivity of the two is 72.4%, and the selectivity of other by-products is 27.6%

Embodiment 2

[0024] The reaction steps are the same as in Example 1, except that the reaction temperature is 250°C. The conversion rate of cyclohexane is 12.6%, the selectivity of nitrocyclohexane is 78.1%, the selectivity of adipic acid is 21.8%, the total selectivity of the two is 99.9%, almost no other by-products are produced.

Embodiment 3

[0026] The reaction steps are the same as in Example 1, except that the reaction temperature is 200°C. The conversion rate of cyclohexane is 6.5%, the selectivity of nitrocyclohexane is 73.9%, the selectivity of adipic acid is 5.3%, the total selectivity of both is 79.2%, and the selectivity of other by-products is 20.8% .

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Abstract

The invention relates to a method for the high-selectivity co-production of nitrocyclohexane and adipic acid, which adopts nitrogen oxide NOx as the nitrating and oxidizing agent, carrys out continuous gas-phase catalysis or non-catalytic nitration and oxidation reaction on cyclohexane. By effectively setting the conditions of the concentration ratio, the reaction temperature and the reaction time of the reactants and optimizing the reaction pressure as well as catalysts and assistants, the invention realizes the simultaneous high-selectivity co-production of the nitrocyclohexane and the adipic acid of different ratios, and the reduction product NO generated by the nitration and oxidation reaction can be recycled for cyclic utilization. The method of the invention has high resource efficiency, less waste generation, simple process flow and device and low production cost, and is an environment-friendly synthetic method.

Description

technical field [0001] The invention relates to a method for co-producing nitrocyclohexane and adipic acid with high selectivity. Background technique [0002] Nitrocyclohexane is a colorless oily liquid with the molecular formula C 6 h 11 NO 2 , with a molecular weight of 129.1571 and a boiling point of 205.5°C. It is insoluble in water and easily soluble in organic solvents such as ethanol, ether, chloroform, and benzene. It is an important organic solvent and chemical intermediate. It can be partially hydrogenated and reduced to cyclohexanone oxime or Complete hydrogenation reduction to cyclohexylamine. The traditional method of synthesizing nitrocyclohexane is to use nitric acid-sulfur mixed acid or nitric acid-acetic anhydride as nitrating agent to carry out nitration reaction of cyclohexane. The selectivity of this method is poor, and there are various side reactions such as oxidation, hydrolysis, and hydroxylation, so the post-treatment process is complicated, and...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C205/05C07C201/08C07C55/14C07C51/27
Inventor 罗和安游奎一任成韵刘平乐吴剑王良芥
Owner XIANGTAN UNIV
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