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A kind of method for preparing aniline by hydrogenation of nitrobenzene

A technology for the preparation of nitrobenzene and hydrogen, which is applied to the preparation of amino compounds, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of complex catalyst preparation process, high reaction temperature and pressure, and difficult separation of catalysts. Aniline product selectivity, mild reaction conditions, and environmental friendliness

Active Publication Date: 2022-02-11
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The catalytic reaction conditions are mild, the product can be separated by simple extraction, and the catalyst can be reused, but the separation of the catalyst is difficult, and the reaction temperature and pressure are relatively high
Chinese patent CN106975505A discloses a nitrogen-doped carbon material supported Pd catalyst and its preparation method and its application in the catalytic hydrogenation of nitrobenzene. The catalyst shows excellent catalytic activity for the hydrogenation of nitrobenzene and is easy to prepare , easy recovery, simple operation and low production cost, etc., but the catalyst preparation process is complex and the reaction conditions are harsh

Method used

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  • A kind of method for preparing aniline by hydrogenation of nitrobenzene
  • A kind of method for preparing aniline by hydrogenation of nitrobenzene
  • A kind of method for preparing aniline by hydrogenation of nitrobenzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1 Catalyst Fe 3 o 4 @SiO 2 @C 12 @NH 2 / Preparation of Pd

[0033] S 1 Preparation of Fe 3 o 4 Nanoparticles

[0034] Weigh 3.4g FeCl respectively 3 ·6H 2 O and 1.25 g FeCl 2 4H 2 O was added to a three-necked flask, then 100ml of water and 6ml of 25% ammonia water were added, stirred at 60°C for 40min, separated by an external magnetic field, washed several times with pure water, and vacuum-dried at 60°C for 4h;

[0035] S 2 Preparation of magnetic carrier Fe 3 o 4 @SiO 2

[0036] Weigh 1.4g Fe 3 o 4 Add to a 500ml three-neck flask, then add 5ml of 25% ammonia water, 70ml of water, 280ml of ethanol, dropwise add 1ml of TEOS (tetraethyl silicate), mechanically stir at room temperature for 8h, apply a magnetic field to separate, wash with water and ethanol three times , dried in vacuum at 50°C for 8 hours;

[0037] S 3 Preparation of Fe 3 o 4 @SiO 2 @C 12 @NH 2

[0038] Weigh 0.25g of prepared magnetic carrier Fe 3 o 4 @SiO 2 Add...

Embodiment 2

[0045] Embodiment 2 Nitrobenzene hydrogenation prepares aniline

[0046] Take by weighing 1g nitrobenzene and join in the stainless steel mechanical stirring kettle, add 20ml water then, take by weighing the magnetic amphiphilic catalyst Fe that 20mg embodiment 1 prepares 3 o 4 @SiO 2 @C 12 @NH 2 / Pd mixed evenly, replace the gas in the kettle with 1MPa hydrogen for 4 times, then flush into 1MPa hydrogen, and react with mechanical stirring at 40°C for 1h. After the reaction, separate the catalyst from the product under an external magnetic field, and extract with n-heptane After the product is produced, the upper product phase is collected and quantitatively analyzed by chromatography. The conversion rate of nitrobenzene is 99.6%, and the selectivity of aniline is 98.5%.

Embodiment 3

[0047] Embodiment 3 Catalyst recycling test

[0048] Take by weighing 1g nitrobenzene and join in the stainless steel mechanical stirring kettle, add 20ml water then, take by weighing the magnetic amphiphilic catalyst Fe that 20mg embodiment 1 prepares 3 o 4 @SiO 2 @C 12 @NH 2 / Pd mixed evenly, replace the gas in the kettle with 1MPa hydrogen for 4 times, then flush into 1MPa hydrogen, and react with mechanical stirring at 40°C for 1h. After the reaction, separate the catalyst from the product under an external magnetic field. , repeat the above experimental steps.

[0049] Catalyst Fe 3 o 4 @SiO 2 @C 12 @NH 2 / Pd was reused 7 times, the conversion rate of nitrobenzene reached 95.2%, the selectivity of aniline reached 98.5%, and the catalyst was reused 8 times, the conversion rate of nitrobenzene reached 85.2%, and the selectivity of aniline reached 95.7%. The above test results show that the catalyst Fe 3 o 4 @SiO 2 @C 12 @NH 2 / Pd reuse high.

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Abstract

The invention belongs to the technical field of aniline preparation and discloses a method for preparing aniline by hydrogenation of nitrobenzene. The method is to use amphiphilic magnetic nanomaterials to support palladium active particles Fe in aqueous solution. 3 o 4 @SiO 2 @C 12 @NH 2 / Pd is used as catalyst to catalyze the hydrogenation of nitrobenzene to prepare aniline. The catalyst prepared by the method can have higher catalytic efficiency and better selectivity for p-nitrobenzene under mild conditions, and the catalyst can be easily separated in an external magnetic field and can be reused after separation.

Description

technical field [0001] The invention relates to a method for preparing aniline by hydrogenating nitrobenzene. Background technique [0002] Nitrobenzene is commonly known as artificial bitter almond oil. The pure product is a colorless or light yellow oily liquid with a special smell of almond oil. It is insoluble in water and can be miscible with organic solvents such as ethanol, ether or benzene; aniline, commonly known as alkene Forest oil, usually made from nitrobenzene through deep processing, is widely used in the production technology fields of dyestuffs, pesticides, medicines, rubber additives and isocyanate, and hundreds of products and intermediates can be made from aniline. Compared with developed countries, there is still a big gap in the industrial production technology of aniline. It is of great significance to explore the method of preparing aniline with high selectivity by catalytic hydrogenation of nitrobenzene. [0003] The most commonly used method for pr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/36C07C211/46B01J27/24B82Y30/00B82Y40/00
CPCC07C209/36B01J27/24B01J35/0033B82Y30/00B82Y40/00C07C211/46
Inventor 解从霞于凤丽袁冰吴方柱于世涛
Owner QINGDAO UNIV OF SCI & TECH
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