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Novel nitrating process of 3-nitro-4-chlorobenzotrifluoride

The technology of chlorotrifluorotoluene and p-chlorotrifluorotoluene is applied in the field of novel nitration technology of 3-nitro-4-chlorotrifluorotoluene, and can solve the problems of unfavorable large-scale popularization and application, pollution, high equipment corrosion, etc., Achieving good industrial application prospects, wide source of raw materials, and less corrosion of equipment

Inactive Publication Date: 2018-09-04
JIANGSU DAHUA CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the high cost of imidazole-type ionic liquids, it is not conducive to large-scale application
In addition, existing studies have shown (Garcia M T, Gathergood N, Scammells PJ. Biodegradable ionic liquids Part II. Effect of the anion and toxicology. Green Chem. 2005, 7: 9-14), conventional ions such as imidazole and pyridine The liquid has poor degradability and is not easily degraded by the most widely used biological treatment process or biological self-purification, which has potential harm to the environment, and the use of acetic anhydride and trifluoroacetic anhydride increases the difficulty of post-processing and product separation. Can not meet the dual benefits of environment and economy
In addition, a large amount of sulfuric acid and nitric acid are highly corrosive to equipment, thereby polluting and endangering the environment

Method used

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  • Novel nitrating process of 3-nitro-4-chlorobenzotrifluoride
  • Novel nitrating process of 3-nitro-4-chlorobenzotrifluoride
  • Novel nitrating process of 3-nitro-4-chlorobenzotrifluoride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] In a 25mL round-bottom flask, add 10mmol (1.81g) p-chlorobenzotrifluoride, 10mmol (0.8g) ammonium nitrate, 8mmol (3.47g) ionic liquid, mix and stir for 4 hours at 50℃, cool and stand still The phases are separated, the upper crude product is washed, neutralized, and vacuum dried to obtain the pure product 3-nitro-4-chlorobenzotrifluoride with a yield of 83% and a content of more than 99%.

Embodiment 2

[0021] In a 25mL round-bottom flask, add 10mmol (1.81g) p-chlorobenzotrifluoride, 30mmol (1.8g) ammonium nitrate, 4mmol (1.72g) ionic liquid, mix and stir at 60℃ for 10 hours, cool and stand still The phases are separated, the upper crude product is washed, neutralized, and vacuum dried to obtain the pure product 3-nitro-4-chlorobenzotrifluoride with a yield of 82% and a content of more than 99%.

Embodiment 3

[0023] In a 25mL round-bottom flask, add 10mmol (1.81g) p-chlorobenzotrifluoride, 20mmol (1.2g) ammonium nitrate, 5mmol (2.2g) ionic liquid, mix and stir at 70℃ for 8 hours, cool and stand still The phases are separated, the upper crude product is washed, neutralized, and vacuum dried to obtain the pure product 3-nitro-4-chlorobenzotrifluoride with a yield of 83% and a content of more than 99%.

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Abstract

The invention discloses a novel nitrating process of 3-nitro-4-chlorobenzotrifluoride. A used catalyst is a biodegradable ionic liquid with a quaternary ammonium cation structure; raw materials are p-chlorobenzotrifluoride and ammonium nitrate; nitration reaction is carried out under the action of the catalyst, so that the 3-nitro-4-chlorobenzotrifluoride is obtained. Compared with the prior art,the novel nitrating process of the 3-nitro-4-chlortrifluorotoluene, provided by the invention, has the advantages that (1) ammonium nitrate is adopted to replace nitric acid, so that the 3-nitro-4-chlorobenzotrifluoride is wide in raw material source, convenient to use, and less in equipment corrosion; (2) the ion liquid can be biodegraded, so that the 3-nitro-4-chlorobenzotrifluoride is environmentally friendly; (3) the ion liquid replaces concentrated sulfuric acid, so that the novel nitrating process of the 3-nitro-4-chlortrifluorotoluene is an environment-friendly chemical process, and hasa favorable industrial application prospect.

Description

One technical field [0001] The invention relates to a novel nitration process for 3-nitro-4-chlorobenzotrifluoride, and belongs to the technical field of chemical material preparation. This method is suitable for the occasion where 3-nitro-4-chlorobenzotrifluoride is synthesized by heating and stirring under normal pressure with p-chlorobenzotrifluoride and ammonium nitrate as raw materials. Two background technology [0002] The nitration product of p-chlorobenzotrifluoride, 3-nitro-4-chlorobenzotrifluoride, is widely used in industrial fields such as pharmaceuticals, pesticides, and fine chemical intermediates. Existing processes often use trifluoromethylbenzene as a raw material to obtain nitrotrifluoromethylbenzene by the nitration-sulfur mixed acid nitration method. This method has the disadvantages of serious corrosion, more by-products, and serious tail gas pollution. Especially in the nitrate-sulfur mixed acid process, it is not easy to separate the nitric acid-sulfuric ...

Claims

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Application Information

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IPC IPC(8): C07C201/08C07C205/12
CPCC07C201/08C07C205/12Y02P20/54
Inventor 郑龙洲张亮方东李付香
Owner JIANGSU DAHUA CHEM IND
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