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Synthetic method of benzoic acid in presence of 9-thienone compound

A synthetic method and technology of thiophenone, which is applied in the direction of preparation of organic compounds, organic compound/hydride/coordination complex catalysts, chemical instruments and methods, etc., can solve unacceptable unsustainable development, energy consumption, etc. High, serious pollution and other problems, to achieve the effect of reducing energy consumption, reducing corrosion, and reducing production costs

Inactive Publication Date: 2018-03-20
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 disadvantages of unsustainable development exposed by the traditional method of oxidizing toluene to benzoic acid have become increasingly unacceptable

Method used

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  • Synthetic method of benzoic acid in presence of 9-thienone compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Add 10kg of toluene and 2% mass fraction of photocatalyst 4-phenyl-9-thienone into a 50 L reactor, stir in the air atmosphere, and at a temperature of 25°C, irradiate with four 800 W floodlights Under reaction 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 to PH = 1-2, recrystallize, vacuum dry, NMR identification, the product quality is 13.1kg, The yield was 99%.

Embodiment 2

[0030] Add 10kg of toluene and 3% mass fraction of photocatalyst 4-phenyl-9-thiophene ketone into a 50 L reactor, stir in the air atmosphere, and at a temperature of 25°C, irradiate with four 800 W floodlights Under reaction 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 13.0kg, The yield was 98%.

Embodiment 3

[0032] Add 10kg of toluene and 4% mass fraction of photocatalyst 4-phenyl-9-thienone into a 50 L reactor, stir in the air atmosphere, and at a temperature of 25°C, under the irradiation of four 800 W floodlights Under reaction 43h. 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 13.1 kg, The yield was 99%.

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Abstract

The invention belongs to the technical field of chemical engineering and in particular relates to a synthetic method of benzoic acid in presence of a 9-thienone compound. The synthetic method providedby the invention takes toluene as a raw material and the 9-thienone compound as a catalyst and does not need to adopt a solvent, and reaction is carried out for 40-48 hours under the irradiation of visible lights and room temperature and air conditions, so that toluene oxidation can be efficiently realized and the benzoic acid is generated. The synthetic method provided by the invention has the advantages that the benzoic acid can be prepared by adopting a toluene photooxidation method under room temperature and solvent-free conditions, so that optimization and transformation on an existing production technology for preparing the benzoic acid by adopting the toluene oxidation method are realized; and a visible light photosensitizer is adopted as the catalyst, and cost is reduced. The synthetic method provided by the invention can greatly reduce energy consumption, and the problem that the environment is polluted by waste produced by heavy metals and an acetic acid solvent and the problem of heavy metal residues in a product are thoroughly solved, thereby achieving energy-saving and environment-friendly effects. Compared with the traditional production technology, the synthetic method provided by the invention is greatly reduced in the whole power consumption, equipment investment and overall 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 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: . It sublimates rapidly at 100°C, and its vapor is highly irritating, which can easily cause coughing after inhalation. 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 producti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/265C07C63/06B01J31/02
CPCC07C51/265B01J31/0271B01J35/39C07C63/06
Inventor 丁爱顺靳瑞文郭浩
Owner FUDAN UNIV
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