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Method for synthesizing anilines and catalyst adopted by same

A technology for aniline compounds and catalysts, which is applied in the field of synthesizing aniline compounds, can solve problems such as increasing the difficulty of operation, and achieve the effects of low cost, short reaction period and high product yield

Active Publication Date: 2016-10-12
SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent (Application No. 200610016558.4) discloses a method of hydrogenation of nitrobenzene to synthesize aniline using supercritical carbon dioxide as a medium and supported palladium catalyst at 30-100°C and 1-5MPa hydrogen pressure, with relatively mild reaction conditions , clean process, and avoiding the use of a large amount of organic solvents, but due to the nature of supercritical carbon dioxide itself, its storage and use require specific conditions, which greatly increases the difficulty of operation

Method used

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  • Method for synthesizing anilines and catalyst adopted by same
  • Method for synthesizing anilines and catalyst adopted by same
  • Method for synthesizing anilines and catalyst adopted by same

Examples

Experimental program
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Effect test

Embodiment 1

[0024]

[0025] Take 11.3mL Pd(NO 3 ) 2 2H 2 O aqueous solution (0.01mol / L), and weighed 0.388g of silicon carbide, after mixing, stirred at room temperature for 12h, evaporated to dryness, then dried at 110°C for 12h, and finally placed it in a tube furnace at 500°C down, with H 2 / Ar (volume ratio is 5:95) reduction for 5h, the gas flow rate is 20mL / min, can obtain 0.4g metal palladium catalyst supported by silicon carbide with a loading capacity of 3wt%, wherein the palladium nanoparticles have a particle size of 5 nanometers.

[0026] After mixing 0.7g of nitrobenzene and 10mL of absolute ethanol according to a mass ratio of 0.09, add 0.05g of the above-mentioned catalyst (the mass ratio of catalyst to nitrobenzene is 0.071) to form a suspension, which is then transferred to the reactor, and the reaction After the kettle is sealed and purged with hydrogen, maintain the flow rate of hydrogen at normal pressure at 10mL / min (the molar ratio of the total intake air to ni...

Embodiment 2

[0028]

[0029] Take 28.2ml Pd(NO 3 ) 2 2H 2 O aqueous solution (0.01mol / L) and 2.6ml HAuCl 4 Aqueous solution (0.01mol / L), and weighed 0.965g of silicon carbide, after mixing, stirred at room temperature for 12h, evaporated to dryness, then dried at 110°C for 12h, and finally placed it in a tube furnace at 500°C , with H 2 / Ar (volume ratio is 5:95) reduction 5h, gas flow rate is 20mL / min, can obtain the metal palladium-gold catalyst that 1g loading capacity palladium is 3wt%, gold is the silicon carbide support of 0.5wt%, wherein palladium-gold The bimetallic nanoparticles have a particle size of 7 nm.

[0030] After mixing 3g p-nitrotrifluoromethoxybenzene and 10mL absolute ethanol according to the mass ratio of 0.38, add 0.1g of the above-mentioned catalyst (the mass ratio of catalyst to p-nitrotrifluoromethoxybenzene is about 0.033) to form The suspension is then transferred to the reactor, after the reactor is sealed and purged with hydrogen, the flow rate of hyd...

Embodiment 3

[0032]

[0033] Take 6.2ml H 2 PtCl 6 ·6H 2 O aqueous solution (0.01mol / L), and weighed 3.168g of silicon carbide, mixed, stirred at room temperature for 12h, evaporated to dryness, then dried at 110°C for 12h, and finally placed in a tube furnace at 500°C down, with H 2 / Ar (volume ratio: 5:95) reduction for 5 h, the gas flow rate is 20 mL / min, 3.2 g of silicon carbide-supported metal platinum catalyst with a loading capacity of 1 wt % can be obtained, and the particle size of platinum metal nanoparticles is 4 nm.

[0034] After mixing 13g p-nitrotoluene and 60mL distilled water according to the mass ratio of 0.22, add 0.5g of the above-mentioned catalyst (the mass ratio of catalyst to p-nitrotoluene is about 0.038) to form a suspension, which is then transferred to the reactor, and the reaction After the still was sealed and purged with hydrogen, the flow rate of hydrogen under normal pressure was maintained at 35mL / min (the molar ratio of the total gas intake in 70min ...

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Abstract

The invention discloses a method for synthesizing anilines. The method comprises the steps that nitrobenzene compounds and a solvent are added into a reaction kettle to be mixed according to the mass ratio being (0.01-0.6):1, then a catalyst is added, and a suspension is formed, wherein the mass ratio of the catalyst to the nitrobenzene compounds is (0.02-0.2):1; the reaction kettle is sealed and then purged through hydrogen gas, the hydrogen gas is maintained under the normal pressure, the mole ratio of the total air intake to the nitrobenzene compounds within the reaction time is (1-6.5):1, on the stirring condition, the reaction system is heated to 10-50 DEG C for a reaction, and the reaction time is 20-300 min. The method has the advantages that conditions are mild, environmental protection is achieved, the cost is low, operation is easy, the reaction period is short, the product yield is high, and the selectivity is good.

Description

technical field [0001] The invention relates to a method for synthesizing aniline compounds, in particular to a method for synthesizing aniline compounds under normal pressure using a supported metal catalyst. Background technique [0002] Aniline compounds are a very important class of chemical raw materials and intermediates of fine chemicals, and are widely used in biomedicine, dyes, pesticides, rubber additives and other fields. At present, aniline compounds are mainly prepared by catalytic hydrogenation of nitrobenzene compounds, and catalytic hydrogenation is further divided into gas-phase hydrogenation and liquid-phase hydrogenation. In the existing process for preparing aniline by hydrogenating nitrobenzene, the reaction temperatures of the two catalytic hydrogenation methods are both above 200 degrees, and relatively high hydrogen pressure is required. Therefore, it has very important application significance and economic value to develop an efficient synthetic rou...

Claims

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Application Information

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IPC IPC(8): C07C209/36C07C211/46C07C211/47C07C211/51C07C211/52C07C213/02C07C217/84C07C215/76C07C215/80C07C227/04C07C229/60C07C221/00C07C223/06C07C253/30C07C255/58
CPCC07C209/36C07C213/02C07C221/00C07C227/04C07C253/30C07C211/46C07C211/47C07C211/51C07C211/52C07C217/84C07C215/76C07C215/80C07C229/60C07C223/06C07C255/58
Inventor 郭向云郭晓宁郝彩红
Owner SHANXI INST OF COAL CHEM CHINESE ACAD OF SCI