Preparation method of benzoic acid

A technology of benzoic acid and toluene, which is applied in the field of preparation of benzoic acid, can solve the problems of harsh reaction conditions and low selectivity of benzoic acid, and achieve the effects of mild conditions, good industrial application prospects, and reduced energy consumption

Active Publication Date: 2017-06-20
HUIZHOU RES INST OF SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although metalloporphyrins catalyze the oxidation of toluene to prepare benzoic acid, th...

Method used

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  • Preparation method of benzoic acid
  • Preparation method of benzoic acid

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Experimental program
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Effect test

Embodiment 1

[0020] Contain 100ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Co,R 1 =Cl,R 2 = R 3 = R 4 = R 5 =H) in the acetonitrile solution, add 10mmol of toluene and 50mmol of diethyl malonate, and fill with 0.3MPa of oxygen, at a temperature of 130 ° C, stirring and reacting for 5 hours, through detection and analysis, the conversion rate of toluene is 30 %, the selectivity of benzoic acid is 86%.

Embodiment 2

[0022] Contain 1ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Mn,R 3 = NO 2 , R 1 = R 2 = R 4 = R 5 =H) in the 1,2-dichloromethane solution, add 10mmol of toluene and 5mmol of ethyl acetoacetate, and fill with 1.2MPa of oxygen, and stir the reaction at a temperature of 80°C for 5 hours. After detection and analysis, the toluene The conversion was 26% and the selectivity to benzoic acid was 92%.

Embodiment 3

[0024] Contain 10ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Cu,R 2 =CH 3 , R 1 = R 3 = R 4 = R 5 =H) in the DMF solution, add 10mmol of toluene and 10mmol of 2,4-pentanedione, and fill with 0.5MPa of oxygen, at a temperature of 100 ℃, stir the reaction for 5 hours, through detection and analysis, the conversion of toluene is 32%, the selectivity of benzoic acid is 90%.

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Abstract

The invention discloses a preparation method of benzoic acid. According to the method disclosed by the invention, the benzoic acid is prepared by taking toluene as a raw material, oxygen as an oxidant and a metal porphyrin compound as a catalyst, adding a hydrogen carrier into a reaction system, and carrying out catalytic reaction under conditions that the reaction temperature is 80 DEG C to 130 DEG C and the reaction pressure is 0.3MPa to 1.2MPa. The preparation method disclosed by the invention has the advantages of less catalyst dosage, good catalytic effect, moderate conditions, simple process and the like.

Description

technical field [0001] The present invention relates to a kind of preparation method of benzoic acid. Background technique [0002] Selective oxidation of toluene is a typical hydrocarbon oxidation process. The use of clean and widely sourced molecular oxygen to replace stoichiometric oxidants such as nitric acid, potassium permanganate, and potassium dicatalyst, which have been widely used in the oxidation of organic compounds in the past, meets the needs of green chemistry and sustainable development. The study found that the selective oxidation of molecular oxygen as the oxygen source faces challenges from many aspects. The main reasons are: first, because the toluene compound is not easy to activate, the activation energy of the carbon-oxygen bond in the side chain of toluene is relatively high, and it is difficult to activate. Usually, high temperature and high pressure are required. Harsh reaction conditions, the dissociation energy of toluene side chain methyl carbon...

Claims

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Application Information

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IPC IPC(8): C07C51/265C07C63/06
Inventor 纪红兵周贤太吕盟
Owner HUIZHOU RES INST OF SUN YAT SEN UNIV
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