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Synthetic method for benzoic acid under visible light irradiation

A synthesis method and technology of benzoic acid, applied in chemical instruments and methods, preparation of carboxylate, preparation of organic compounds, etc., can solve the problems of high energy consumption, serious pollution, unacceptable benzoic acid, etc. The effect of reducing consumption, reducing production cost and reducing catalyst cost

Inactive Publication Date: 2018-03-16
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method has always had problems such as high energy consumption and serious pollution.
[0006] 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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  • Synthetic method for benzoic acid under visible light irradiation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 9kg of toluene and 2% mass fraction of photocatalyst 2-methylbenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the irradiation of two 1500 W xenon light sources at a temperature of 25 °C 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 to pH = 1-2, recrystallize, vacuum dry, NMR identification, the product quality is 11.7 kg, The yield was 98%.

Embodiment 2

[0031] Add 9kg of toluene and 3% mass fraction of photocatalyst 2-methylbenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the irradiation of two 1500 W xenon light sources at a temperature of 25 °C 46h. 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 11.8kg, The yield was 99%.

Embodiment 3

[0033] Add 9kg of toluene and 4% mass fraction of photocatalyst 2-methylbenzophenone into a 50 L reactor, stir in the air atmosphere, and react under the irradiation of two 1500 W xenon light sources at a temperature of 25 °C 45h. 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 11.7 kg, The yield was 98%.

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Abstract

The invention belongs to the technical field of chemical engineering, and concretely relates to a synthetic method for benzoic acid under visible light irradiation. The method comprises the followingsteps: toluene is taken as a raw material, a benzophenone compound is taken as a catalyst, a solvent is not needed, under conditions of a room temperature and air, a reaction is performed for 40-48h under visible light irradiation, and therefore the purpose of oxidizing the toluene to form the benzoic acid is high efficiently realized. According to the method provided by the invention, preparationof the benzoic acid by the photooxidation method of the toluene is performed under the conditions of the room temperature and no solvents, so that the optimization and reformation of a current production process of preparing the benzoic acid by an oxidation method of the toluene are realized; the method adopts the visible light photosensitizer as the catalyst, so that the costs are reduced; the method can greatly reduce the energy consumption, thoroughly solves the problems of environmental pollution caused by waste discharging caused by heavy metals and an acetic acid solvent and the problemof heavy metal residues in the product, and is energy-saving and environmentally friendly; and compared with a traditional production process, the method provided by the invention greatly reduces overall power consumption, equipment investment and overall operating costs.

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 scaly or needle-like crystal with the smell of benzene or formaldehyde, with a melting point of 122.13°C, a boiling point of 249°C, and a relative density of 1.2659 (15 / 4°C). The structural formula is: . Slightly soluble in water, easily soluble in organic solvents such as ethanol and ether. [0003] Benzoic acid is mainly used for antifungal, disinfection and anticorrosion, in the production of medicines, dye carriers, plasticizers, spices and food preservatives, as well as in the performance improvement of alkyd resin coatings, and as an antirust agent for steel equipment , Agricultural chemicals. [0004] Benzoic acid can be used as an intermediate in the production of benzoate and phthalate, which are important plasticizers. It can also be used as an intermediate for pharmaceuti...

Claims

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Application Information

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