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Method for photocatalytic synthesis of azobenzene oxide

A technology of azobenzene oxide and photocatalysis, which is applied in organic chemistry and other fields, and can solve problems such as high cost and environmental pollution

Pending Publication Date: 2022-04-12
CHONGQING UNIV OF EDUCATION
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to provide a method for photocatalytically synthesizing azobenzene oxide, aiming to solve the problems of high cost and environmental pollution of the existing azobenzene oxide synthesis method

Method used

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  • Method for photocatalytic synthesis of azobenzene oxide
  • Method for photocatalytic synthesis of azobenzene oxide
  • Method for photocatalytic synthesis of azobenzene oxide

Examples

Experimental program
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Effect test

Embodiment 1

[0040] Measure 10uL of the nitrobenzene and 25mL of the isopropanol-water solution (volume concentration 60%) in the reactor with a stopper, feed Ar for 5min to replace the air in the reactor, and use the 300W of the Irradiated by the xenon lamp light source, stirred for 3 hours, and the reaction temperature was 66°C. After the light was finished, air was blown in, and the azobenzene oxide was prepared at 60°C for 5 hours. The conversion rate of the nitrobenzene was 98.0%. The yield of azobenzene oxide is 82.7%.

Embodiment 2

[0042] Measure 10uL of the nitrobenzene and 25mL of the isopropanol-water solution (volume concentration 60%) in the reactor with a stopper, feed Ar for 5min to replace the air in the reactor, and use the 300W of the Irradiate with the xenon lamp light source, stir for 2 hours, and the reaction temperature is 58°C. After the light is finished, open the plug of the reactor, let the air enter the reactor, then plug the plug tightly, and let it stand at room temperature for 14 days to prepare the azo oxide. Benzene, the conversion rate of nitrobenzene is 93.5%, and the yield of azobenzene oxide is 86.8%.

Embodiment 3

[0044] Measure 10uL of the nitrobenzene and 25mL of the isopropanol-water solution (volume concentration 60%) in the reactor with a stopper, feed Ar for 5min to replace the air in the reactor, and use the 300W of the The xenon light source is irradiated, stirred for 2 hours, and the reaction temperature is 40°C. After the light is finished, the plug of the reactor is opened to allow air to enter the reactor, and then the plug is tightly closed, and the oxidized dioxane can be obtained by standing at 60°C for 6 hours. Nitrobenzene, the conversion rate of nitrobenzene is 79.8%, and the yield of azobenzene is 66.1%.

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Abstract

The invention relates to the technical field of organic chemistry, in particular to a method for photocatalytic synthesis of azobenzene oxide, which comprises the following steps: preparing nitrobenzene and alcohol according to a molar ratio of 1: (3-1000); injecting the configured nitrobenzene and alcohol into a reactor; introducing inert gas into the reactor until the inert gas completely replaces air in the reactor; stirring the nitrobenzene and the alcohol in the reactor to obtain a mixed solution; irradiating the nitrobenzene and the alcohol in the reactor with an ultraviolet light source; after the irradiation of the ultraviolet light source is finished, introducing an oxygen-containing atmosphere into the reactor to be in contact with the mixed solution, and standing to obtain the azobenzene oxide, no catalyst, no alkaline condition and no external voltage are needed in the whole process, the synthesis condition is mild, the method is green and environment-friendly, the cost is extremely low, and the method is suitable for industrial production. The problems that an existing azobenzene oxide synthesis method is high in cost and pollutes the environment are solved.

Description

technical field [0001] The invention relates to the technical field of organic chemistry, in particular to a method for photocatalytically synthesizing azobenzene oxide. Background technique [0002] Azobenzene compounds are important fine organic chemical raw materials and synthetic intermediates, and are mainly used in the synthesis of dyes, indicators, liquid crystal materials and photosensitive materials in industry. The conventional method for the synthesis of such compounds is to prepare by reduction of aromatic nitro compounds. The reduction of aromatic nitro compounds to obtain azobenzene compounds mostly uses toxic and difficult reducing agents such as thallium, phosphine, arsenic trioxide, formaldehyde, mercury, and cadmium, and uses organic solvents such as methanol, liquid ammonia, pyridine, tetrahydrofuran, and DMSO as reactions. Some of the media use harsh conditions such as low temperature and inert gas (such as N2, He) protection, which have high costs and p...

Claims

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Application Information

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IPC IPC(8): C07C291/08
CPCY02P20/584
Inventor 黎东维
Owner CHONGQING UNIV OF EDUCATION
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