Preparation method of aniline through catalytic nitrobenzene hydrogenation

A technology for the preparation of nitrobenzene and hydrogen, which is applied in the preparation of amino compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of harsh synthesis conditions, long reaction time and high reaction temperature, and achieves a simple and repeatable preparation process. Good usability and good selectivity

Active Publication Date: 2016-02-03
湖北进创博生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis conditions of these catalyst systems are relatively harsh, the reaction temperature is high, and the reaction time is

Method used

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  • Preparation method of aniline through catalytic nitrobenzene hydrogenation
  • Preparation method of aniline through catalytic nitrobenzene hydrogenation
  • Preparation method of aniline through catalytic nitrobenzene hydrogenation

Examples

Experimental program
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Effect test

Embodiment 1

[0029] (1) Catalyst Pt 1 N 1 C 1 Preparation of S-600

[0030] Glucose (8.0g) was added to 80mL deionized water, stirred until the solution was clear, put into a 100mL reaction kettle lined with polytetrafluoroethylene, treated in an oven at 180°C for 12h, cooled to room temperature, and the product was centrifuged and washed several times. times, dried and ground to obtain carbon material C 1 S;

[0031] The obtained carbon material C 1 S (2.0g) and melamine (0.5g) were added to a 100mL round-bottomed flask, and 80mL of ethanol was added to it, and stirred vigorously at 80°C until the solvent was completely evaporated; then the mixture was placed in a tube furnace, and the N 2 Under protection, calcine at 600°C for 1 h; wait until the system drops to room temperature, and grind to obtain nitrogen-functionalized carbon materials, denoted as N 1 C 1 S-600;

[0032] The prepared nitrogen functionalized carbon material N 1 C 1 S-600 (0.5g) is ultrasonically dispersed i...

Embodiment 2

[0036] (1) Catalyst Pt 1 N 1 C 2 Preparation of S-600

[0037] Add sucrose (8.0g) into 80mL deionized water, stir until a clear solution, put it into a 100mL reaction kettle lined with polytetrafluoroethylene, and treat it in an oven at 180°C for 12h; cool to room temperature, centrifuge and wash the product After several times, dry and grind to obtain carbon material C 2 S;

[0038] The obtained carbon material C 2 S (2.0g) and melamine (0.5g) were added to a 100mL round-bottomed flask, and 80mL of ethanol was added to it, and stirred vigorously at 80°C until the solvent was completely evaporated; the mixture was placed in a tube furnace and heated under N 2 Under protection, calcined at 600°C for 1 h; when the system dropped to room temperature, it was ground to obtain the nitrogen-functionalized carbon material N 1 C 2 S-600;

[0039] Nitrogen functionalized carbon material N 1 C 2 S-600 (0.5g) is ultrasonically dispersed in ethanol, add 1.34mL0.0193mol / L chloropl...

Embodiment 3

[0043] (1) Catalyst Pt 1 N 2 C 1 Preparation of S-600: Glucose (8.0g) was added to 80mL deionized water, stirred until the solution was clear, put into a 100mL reaction kettle lined with polytetrafluoroethylene, treated in an oven at 180°C for 12h, cooled to room temperature, The product is centrifuged, washed several times, dried, and ground to obtain carbon material C 1 S;

[0044] The obtained carbon material C 1 S (2.0g) and N,N-dimethylethanolamine (0.5g) were added to a 100mL round bottom flask, and 80mL of ethanol was added to it, and stirred vigorously at 80°C until the solvent was completely evaporated; then the mixture was placed into the tube furnace at N 2 Under protection, calcined at 600°C for 1 h; when the system dropped to room temperature, it was ground to obtain the nitrogen-functionalized carbon material N 2 C 1 S-600;

[0045] Nitrogen functionalized carbon material N 2 C 1 S-600 (0.5g) is ultrasonically dispersed in ethanol, add 1.34mL0.0193mol / L...

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Abstract

The invention discloses a preparation method of aniline through catalytic nitrobenzene hydrogenation. According to the preparation method, nitrobenzene is taken as the reactant, hydrogen gas is taken as the hydrogen source, a precious metal supported nitrogen-functionalized carbon material is taken as the catalyst, water is taken as the solvent, reactions are carried out for 0.5 to 5 hours at a temperature of 30 to 80 DEG C, after reactions, the reaction product is filtered; and then the reaction liquid is extracted by anhydrous ethanol to obtain aniline. No organic solvent or additive is used during the reaction process. After the reactions, the catalyst and the reaction product can be separated just through simple filtering. The catalyst can be repeatedly used, while the catalytic activity is basically not changed. The yield of aniline can reach 90% or more. The preparation process of catalyst is simple, the cost is low, the repeatability is good, and the catalyst system is high efficient, green, and environment-friendly. The reaction conditions are mild, the operation is simple, no additive is used, the catalysis process is environment-friendly, and thus the method has a very good industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing aniline by catalyzing the hydrogenation of nitrobenzene, in particular to a nitrogen-functionalized carbon material loaded with precious metals as a catalyst, using water as a solvent, and realizes the hydrogenation of nitrobenzene under relatively mild conditions in a green and environmentally friendly manner. The invention discloses a method for preparing aniline from hydrogen, belonging to the technical field of organic synthesis. Background technique [0002] Aniline is a very important fine chemical and organic intermediate, which is widely used in the fields of medicine, pesticide, dye, pigment, rubber and polyurethane synthesis. It is also a very common dye and solvent, so it is in great demand and has a very broad application prospect. [0003] The industrial production methods of aniline mainly include nitrobenzene iron powder reduction method, chlorinated animination method, nitrobenzene cataly...

Claims

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Application Information

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IPC IPC(8): C07C209/36C07C211/46B01J27/24
Inventor 童金辉王文慧
Owner 湖北进创博生物科技有限公司
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