Synthesis method of benzoic acid under illumination condition

A technology of light conditions and synthesis methods, applied in the chemical industry, can solve problems such as high energy consumption, serious pollution, and unacceptable benzoic acid, and achieve the effects of reducing energy consumption, production costs, and catalyst costs

Inactive Publication Date: 2018-04-06
FUDAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this method has always had problems such as high energy consumption and serious pollution.
[0003] With the introduction of the concept of energy saving and environmental protection, the traditional method of oxidizing toluene to generate benzoic acid has become less and less accepted by people.

Method used

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  • Synthesis method of benzoic acid under illumination condition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add 10 kg of toluene and 2% mass fraction of photocatalyst 2-hydroxybenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the light irradiation of two 1500 W xenon lamps at 25 °C for 48 h. After the reaction time was up, through high-performance liquid chromatography analysis, only a single product benzoic acid was generated, and the conversion rate of toluene exceeded 99%. Add aqueous sodium hydroxide solution to the reaction mixture until the pH is neutral, extract and recover the photosensitizer with ethyl acetate, add dilute hydrochloric acid to the aqueous layer to adjust the pH to 1-2, recrystallize, dry in vacuum, NMR identification, the product quality is 13.0 kg, The yield was 98%.

Embodiment 2

[0027] Add 10 kg of toluene and 3% mass fraction of photocatalyst 2-hydroxybenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the light irradiation of two 1500 W xenon lamps for 46 hours at a temperature of 25 °C . After the reaction time was up, through high-performance liquid chromatography analysis, only a single product benzoic acid was generated, and the conversion rate of toluene exceeded 99%. Add aqueous sodium hydroxide solution to the reaction mixture until the pH is neutral, extract and recover the photosensitizer with ethyl acetate, add dilute hydrochloric acid to the aqueous layer to adjust to PH = 1-2, recrystallize, vacuum dry, NMR identification, the product quality is 13.1kg, The yield was 99%.

Embodiment 3

[0029] Add 10kg of toluene and 4% mass fraction of photocatalyst 2-hydroxybenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the light irradiation of two 1500 W xenon lamps for 45 hours at a temperature of 25 °C . After the reaction time was up, through high-performance liquid chromatography analysis, only a single product benzoic acid was generated, and the conversion rate of toluene exceeded 99%. Add aqueous sodium hydroxide solution to the reaction mixture until the pH is neutral, extract and recover the photosensitizer with ethyl acetate, add dilute hydrochloric acid to the aqueous layer to adjust to pH = 1-2, recrystallize, vacuum dry, NMR identification, the product quality is 13.0 kg, The yield was 98%.

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Abstract

The invention belongs to the technical field of chemical engineering and particularly provides a synthesis method of benzoic acid under illumination condition. The method includes steps of: under irradiation of visible light, performing a reaction for 40-48 h with methylbenzene as a raw material without a solvent at room temperature in air, wherein a diphenyl ketone compound is used as a catalyst,thus high-effectively achieving production of the benzoic acid by oxidizing the methylbenzene. The method can achieve photo-oxidization to the methylbenzene to produce the benzoic acid under conditions of room temperature and absence of a solvent, thereby achieving optimization and modification to production processes of oxidizing methylbenzene to produce the benzoic acid in the prior art. In theinvention, a visible-light photo-sensitizer is used as a catalyst, so that the method is reduced in cost. The method can greatly reduce energy consumption and completely solve problems of environmentpollution of emission of wastes and residual heavy metals in the product, which are caused by heavy metals and an acetic acid solvent. The method is energy-saving and environment-friendly; compared with the production processes in the prior art, the method is greatly reduced in entire electricity consumption, equipment investment and whole operation cost.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, in particular to a synthesis method of benzoic acid. Background technique [0002] Benzoic acid is a very important basic industrial raw material. It is widely used in the production of pesticides, medicines, dyes, spices, mordants and plasticizers. It is also a commonly used food preservative, resin modifier and rust inhibitor for steel equipment. Wait. Benzoic acid is in great demand both at home and abroad. At present, the process of preparing benzoic acid by thermal oxidation of toluene is widely used in the world. The method uses heavy metal salt cobalt or manganese as a catalyst to realize the oxidation of toluene under high temperature and high pressure conditions, and finally synthesize benzoic acid. However, this method has always had problems such as high energy consumption and serious pollution. [0003] With the introduction of the concept of energy saving and environmen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/265C07C63/06C07C51/235
CPCC07C51/235C07C51/265C07C63/06
Inventor 丁爱顺靳瑞文郭浩
Owner FUDAN UNIV
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