Method for preparing phenylformic acid through liquid phase oxidation of methylbenzene

A liquid-phase oxidation and benzoic acid technology, which is applied in chemical instruments and methods, preparation of organic compounds, carboxylate preparation, etc., can solve the problems of high consumption of toluene, high equipment requirements, high reaction temperature, etc., and achieve simple and easy separation, Effects of reducing corrosion and relaxing oxidation reaction conditions

Inactive Publication Date: 2009-12-30
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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Problems solved by technology

The selectivity of this method benzaldehyde is better, but the reaction temperature is high, the consumptio

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Measure 92 grams (1 mole) of toluene, 100 grams of benzyl benzoate, join in the 500ml autoclave, add 0.05g manganese acetate, 0.04g copper acetate, 0.035 gram of imidazoles, airtight autoclave, within 60 minutes, the autoclave Still is heated to 180 ℃, ventilated air is reacted, and maintaining reaction pressure is 2.9Mpa, after reacting 150 minutes, detect reaction product with gas chromatography, result is as follows: toluene conversion rate 85mol%, benzoic acid selectivity 95mol%, benzaldehyde and Other intermediates are 5 mol%.

Embodiment 2

[0019] Measure 46 grams (0.5 moles) of toluene, 146 grams of benzyl benzoate and join in the autoclave, add 0.3g manganese bromide, 0.05g cobalt chloride hexahydrate, 0.05 gram of isonicotinic acid, airtight autoclave, in 60 minutes In the plant, the autoclave is heated to 160°C, and the air is ventilated for reaction, and the reaction pressure is maintained at 0.9Mpa. After 150 minutes of reaction, the reaction product is detected by gas chromatography, and the results are as follows: toluene conversion rate 98mol%, benzoic acid selectivity 92mol% , benzyl benzoate selectivity 1mol%, benzaldehyde and other intermediates 7mol%.

[0020] Catalyst preparation

[0021] Co, Mn, Cu, Ce and other transition metal salts can also be added to the reactor after complexing the organic nitrogen-containing heterocyclic compound. For example, take 43g of manganese chloride 50% aqueous solution, 8.2g of dimethylimidazole are dissolved in 20ml of water respectively, 2-methylimidazole aqueous...

Embodiment 3

[0025] Measure 23 grams (0.25 moles) of toluene, 169 grams of methyl benzoate, join in the autoclave, add No. 1 catalyst 0.2g, No. 2 catalyst 0.2g, No. 3 catalyst 0.1g, airtight autoclave, in 60 minutes Internally, the autoclave is heated to 150° C., the maintenance reaction pressure is 1.2Mpa, and the air is reacted. After 120 minutes of reaction, the reaction product is detected by gas chromatography. The results are as follows: toluene conversion rate 99mol%, benzoic acid selectivity 98mol%, Benzaldehyde and other unknowns are 1.0 mol%.

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Abstract

The invention relates to a process of preparing phenylformic acid through liquid phase oxidation of methylbenzene, in particular to preparation of the phenylformic acid by taking a complex of one or more metal ions of cobalt, manganese, copper and cerium as a catalyst, taking molecular oxygen as an oxidant, taking ester compounds containing aromatic rings as a solvent, and performing catalytic selective oxidation on the methylbenzene. The process has the advantages that: (1) the process adopts a homogeneous complex catalyst, and has high conversion rate of the methylbenzene; (2) the process has mild oxidation reaction conditions, and the methylbenzene has high selectivity to generate a phenylformic acid target product; (3) the process uses the air to oxidize the methylbenzene, takes the ester compounds containing the aromatic rings such as methyl formate or nzyl benzoate as the solvent, has high concentration of oxygen in the system, and is favorable for the oxidation of the methylbenzene; and (4) a product mixture mainly contains the phenylformic acid and the ester compounds taken as the solvent, and has simple product separation.

Description

technical field [0001] The invention relates to a method for preparing benzoic acid by liquid-phase oxidation of toluene. Specifically, one or several metal complexes in cobalt, manganese, copper or cerium are used as catalysts, and ester compounds containing aromatic rings are used as solvents, and toluene is oxidized under the condition of molecular oxygen as an oxidizing agent to prepare benzene Formic acid method. Background technique [0002] Benzoic acid is a very important chemical product: benzoic acid is one of the important raw materials in the organic synthesis industry, and is currently mainly used as a food preservative in China; in addition, benzoic acid is also an important intermediate for the synthesis of caprolactam and the production of phenol, with a very considerable market prospect Obtain benzaldehyde after the hydrogenation of benzoic acid, be the most important aromatic aldehyde in industry, be the most basic raw material in the aldehyde series spices...

Claims

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Application Information

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IPC IPC(8): C07C63/06C07C51/265B01J31/22B01J31/26
Inventor 高进徐杰张伟张展陈晨盛学斌
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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