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

Method for preparing metanilic acid by catalyzing and hydrogenating 3-nitrobenzenesultonic acid

A technology of nitrobenzenesulfonic acid and aminobenzenesulfonic acid, which is applied in the preparation of sulfonic acid and organic chemistry, can solve the problems of catalyst deactivation, achieve high selectivity, overcome high cost, and simple use and regeneration technology Effect

Active Publication Date: 2010-09-01
ZHEJIANG UNIV OF TECH +1
View PDF3 Cites 21 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The purpose of this invention is to provide a kind of method that prepares m-aminobenzenesulfonic acid by catalytic hydrogenation of raw material catalytic hydrogenation with the industrial grade m-nitrobenzenesulfonic acid aqueous solution that obtains after the industrial stock solution that obtains by nitrobenzene sulfonation, to solve the problem caused by industrial The influence of the low pH of the stock solution on the activity and selectivity of the catalyst and the deactivation of the catalyst caused by impurities such as 3,3-dinitrodiphenyl sulfone have realized the catalytic hydrogenation reduction of m-nitrobenzenesulfonic acid to prepare m-aminobenzenesulfonic acid The stable industrial production reduces the production cost and the metal ion content in the product, and significantly improves the quality of the product

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 preparing metanilic acid by catalyzing and hydrogenating 3-nitrobenzenesultonic acid
  • Method for preparing metanilic acid by catalyzing and hydrogenating 3-nitrobenzenesultonic acid
  • Method for preparing metanilic acid by catalyzing and hydrogenating 3-nitrobenzenesultonic acid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Weigh 10g coconut shell activated carbon, the specific surface area of ​​activated carbon is 1600m 2 / g, using deionized water to prepare activated carbon into a 100ml slurry at a temperature of 80°C, slowly add 10ml of H 2 PdCl 4 solution (Pd content is 0.05g / ml), stirred for 6h, then adjusted the pH value of the solution to weakly alkaline (pH=8) with 10% NaOH solution, and lowered the temperature to room temperature, filtered, and washed with deionized water to neutral. The unreduced catalyst was prepared into a 150 ml slurry at 30° C. using deionized water, then 2 ml of 85% hydrazine hydrate solution was slowly added dropwise, and stirring was continued for 2 hours. The reduced catalyst was filtered, washed with deionized water until neutral, and finally dried in the air at room temperature, and the wet sample was taken and sealed for storage.

Embodiment 2

[0024] Weigh 10g coconut shell activated carbon, the specific surface area of ​​activated carbon is 1600m 2 / g, use deionized water to prepare activated carbon into 100ml slurry at 80°C, slowly add 20ml of H 2 PdCl 4 solution (Pd content is 0.05g / ml), stirred for 6h, then adjusted the pH value of the solution to weakly alkaline (pH=8) with 10% NaOH solution, and lowered the temperature to room temperature, filtered, and washed with deionized water to neutral. The unreduced catalyst was prepared into a 150 ml slurry at 30° C. using deionized water, then 4 ml of 85% hydrazine hydrate solution was slowly added dropwise, and stirring was continued for 2 hours. The reduced catalyst was filtered, washed with deionized water until neutral, and finally dried in the air at room temperature, and the wet sample was taken and sealed for storage.

Embodiment 3

[0026] Weigh 10g coconut shell activated carbon, the specific surface area of ​​activated carbon is 1600m 2 / g, use deionized water to prepare activated carbon into 100ml slurry at 80°C, slowly add 16ml of H 2 PdCl 4 solution (Pd content is 0.05g / ml), stirred for 6h, then adjusted the pH value of the solution to weakly alkaline (pH=8) with 10% NaOH solution, and lowered the temperature to room temperature, filtered, and washed with deionized water to neutral. The unreduced catalyst was prepared into a 150 ml slurry at 30° C. using deionized water, then 3.5 ml of 85% hydrazine hydrate solution was slowly added dropwise, and stirring was continued for 2 hours. The reduced catalyst was filtered, washed with deionized water until neutral, and finally dried in the air at room temperature, and the wet sample was taken and sealed for storage.

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

PropertyMeasurementUnit
Specific surface areaaaaaaaaaaa
Login to View More

Abstract

The invention discloses a method for preparing a metanilic acid by catalyzing and hydrogenating a 3-nitrobenzenesultonic acid, which comprises the following steps of: in a high-pressure reaction kettle, taking the water solution of industrial 3-nitrobenzenesultonic acid prepared from industrial stock solution obtained by sulphonating nitrobenzene as a raw material, adjusting a pH value of the water solution of the industrial 3-nitrobenzenesultonic acid to be 6 to 8 with aqueous alkali, performing reaction at 60 to 130 DEG C and under the hydrogen pressure of 0.8 to 2.0 MPa to produce m-aminobenzene sulfonate under the action of an activated carbon palladium catalyst, cooling the 3-nitrobenzenesultonic acid to the room temperature after the reaction is finished, taking reaction slurry out,filtering the activated carbon palladium catalyst out and performing acidification and filtration on filtrate to obtain the metanilic acid; and preparing slurry from the filtered activated carbon palladium catalyst with de-ionized water, adding oxydol dropwise into the slurry, continuing to stir the slurry for 1 to 5 hours and recycling the filtered activated carbon palladium catalyst. The methodhas the advantages of realizing the stable industrial production of the metanilic acid prepared by catalyzing, hydrogenating and reducing the 3-nitrobenzenesultonic acid, reducing production cost andthe content of metallic ions in the product and remarkably improving the quality of the product.

Description

(1) Technical field [0001] The invention relates to a method for preparing m-aminobenzenesulfonic acid through catalytic hydrogenation of m-nitrobenzenesulfonic acid by using palladium activated carbon as a catalyst. (2) Background technology [0002] Aminobenzenesulfonic acid is an important chemical intermediate widely used in the fields of dyes, medicines and pesticides. It is an amphoteric substance, usually used in the synthesis of azo, reactive, acidic, sulfur and other dyes, such as weak acid dark blue 5R, GR acid golden yellow G, reactive brilliant orange K-G, K-GN, KR, K-7R, etc.; , the substance is also used in the preparation of m-aminophenol, vanillin and sulfonamides, and in the production of anticancer drugs, pesticides, imaging agents and rhodamine, etc. Because of its ability to increase the water solubility of other insoluble substances, sulfanilic acid is also widely used in detergents and oil additives to protect engines; it is also used in the preparatio...

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
IPC IPC(8): C07C309/46C07C303/22
Inventor 李小年梁秋霞李良张群峰马磊卢春山
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