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Method for one-step synthesis of phenyl salicylate from carbon dioxide and phenol

A technology of phenyl salicylate and carbon dioxide is applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylic acid esters, etc., and can solve the problems of a large amount of waste acid and waste gas, high corrosiveness of raw materials, and high production cost, and achieves Low cost, easy availability of raw materials, and the effect of reducing environmental pollution

Inactive Publication Date: 2016-02-03
CHINA PETROLEUM & CHEM CORP
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Problems solved by technology

[0004] The synthesis method of phenyl salicylate disclosed in the prior art still has the disadvantages of long reaction time, high production cost, relatively large corrosiveness of the raw materials used, and a large amount of waste acid and waste gas are produced in the esterification process, which is harmful to the environment. severe pollution

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  • Method for one-step synthesis of phenyl salicylate from carbon dioxide and phenol

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Experimental program
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Embodiment 1

[0022] Add 50mmol phenol and 50mLCCl to the 250mL reactor 4 , 20mol% ZnBr 2 , 30mmolEt 3 N, carbon dioxide with a pressure of 2.0 MPa was introduced into the reactor to replace the air in the reactor three times, the temperature was raised to 100 ℃, carbon dioxide was introduced into the reactor until the pressure in the reactor increased to 9.0 MPa, and the stirring was continued for 6.0 h, stop After stirring, the reaction mixture was cooled to room temperature, qualitatively analyzed by gas chromatography-mass spectrometry, and quantitatively analyzed by gas chromatography. The yield of phenyl salicylate was 4.4%.

Embodiment 2

[0024] Add 50mmol phenol and 50mLCCl to the 250mL reactor 4 , 50mol% ZnBr 2 , 30mmolEt 3 N. Feed carbon dioxide with a pressure of 2.0MPa into the reactor to replace the air in the reactor three times. The temperature is increased to 140°C, and carbon dioxide is fed into the reactor until the pressure in the reactor rises to 11.0MPa, and the stirring is continued for 8.0h to stop stirring. The reaction mixture was cooled to room temperature, qualitatively analyzed by gas chromatography-mass spectrometry, and quantitatively analyzed by gas chromatography. The yield of phenyl salicylate was 12.1%.

Embodiment 3

[0026] Add 50mmol phenol and 50mLCCl to the 250mL reactor 4 , 30mol% ZnCl 2 , 30mmolEt 3 N. Feed carbon dioxide with a pressure of 2.0MPa into the reactor to replace the air in the reactor three times. The temperature is raised to 125°C, and carbon dioxide is fed into the reactor until the pressure in the reactor rises to 9.0MPa. Continue to stir and react for 2.0h to stop stirring. The reaction mixture was cooled to room temperature, qualitatively analyzed by gas chromatography-mass spectrometer, and quantitatively analyzed by gas chromatography. The yield of phenyl salicylate was 2.9%.

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Abstract

The present invention relates to a method for one-step synthesis of phenyl salicylate from carbon dioxide and phenol, and belongs to the technical field of phenyl salicylate synthesis. By taking carbon dioxide and phenol as raw materials, the method, under a condition with certain carbon dioxide pressure and temperature, adopts a catalyst and an auxiliary agent to directly and catalytically synthesize the phenyl salicylate. According to the method, the phenyl salicylate is catalytically and synthesized in one step by taking the carbon dioxide and the phenol as raw materials; and a process route is simple, raw materials are easily available, cost is low, and use of raw materials and catalysts with high corrosion and high toxicity is avoided; the carbon dioxide is used as a reactant, thereby realizing chemical utilization of the carbon dioxide, reducing environmental pollution, providing a new thought for the chemical utilization of the carbon dioxide and emission reduction of greenhouse gas, and having an important economic and social meaning.

Description

Technical field [0001] The invention relates to a method for synthesizing phenyl salicylate in one step from carbon dioxide and phenol, and belongs to the technical field of phenyl salicylate synthesis. Background technique [0002] Phenyl salicylate, also known as Salol, is a commonly used ultraviolet absorber, often used for sun protection of plastic products, as well as preservatives, antibacterial disinfectants, pharmaceuticals and organic synthesis. [0003] At present, there are few synthetic methods for phenyl salicylate, and almost all of them are synthesized using salicylic acid and phenol as reaction substrates under the action of catalysts and corresponding additives. Han Changri et al. used polyphosphoric acid as a catalyst to catalyze the synthesis of phenyl salicylate from salicylic acid and phenol. When the amount of polyphosphoric acid was 63.3% of the total amount of the reaction system, the yield was higher, and reflux at 100°C for 2 hours. The yield can reach 88...

Claims

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Application Information

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IPC IPC(8): C07C69/84C07C67/00
Inventor 达建文张荣召李留忠鲍春伟
Owner CHINA PETROLEUM & CHEM CORP
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