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High-selectivity synthesis method of 3-phenoxy-1-propanol

A technology of propylene glycol phenyl ether and a synthesis method, which is applied in the directions of ether preparation, alkylene oxide preparation of ether, organic chemistry, etc., can solve the problems of increasing the production cost of propylene glycol phenyl ether, low phenol content, complex production process and the like

Inactive Publication Date: 2021-07-06
ZHEJIANG HUANGMA TECH +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the low phenol content and high-purity propylene glycol phenyl ether products obtained through post-treatment methods such as rectification, adsorption, and alkali addition and re-distillation not only complicate the entire production process, but also greatly increase the production cost of propylene glycol phenyl ether

Method used

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  • High-selectivity synthesis method of 3-phenoxy-1-propanol
  • High-selectivity synthesis method of 3-phenoxy-1-propanol

Examples

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Effect test

Embodiment 1

[0031] This example provides a highly selective synthesis method of propylene glycol phenyl ether. The specific steps are: add 1888g of phenol and 15.55g of triisopropylphosphine into a 5L pressure-resistant reactor and mix evenly; connect. Replace air with nitrogen 3 times, until the temperature of the reactor is maintained at about 100°C, start to feed 1187g ethylene oxide, pass through in about 10 hours, continue to react for 3 hours. After the reaction was completed, degas and cool to obtain about 3076g of crude propylene glycol phenyl ether. The phenol content in the product detected by GC is about 96ppm, and the propylene glycol phenyl ether is about 98.2%.

Embodiment 2

[0033] This embodiment provides a highly selective synthesis method of propylene glycol phenyl ether. The specific steps are: add 1888g phenol and 9.33g triethyl phosphite in a 5L pressure-resistant reactor and mix evenly, and mix the propylene oxide metering tank with the pressure kettle connection. The air was replaced with nitrogen for 3 times. When the temperature of the reactor was maintained at about 120° C., 1222 g of ethylene oxide was introduced for about 4 hours, and the reaction was continued for 3 hours. After the reaction was completed, degas and cool to obtain about 3078g of crude propylene glycol phenyl ether. The phenol content in the product detected by GC is about 65ppm, and the propylene glycol phenyl ether is about 98.3%.

Embodiment 3

[0035] This example provides a highly selective synthesis method of propylene glycol phenyl ether. The specific steps are: add 1888g of phenol and 3.16g of triphenylphosphine into a 5L pressure-resistant glass reactor and mix evenly, and mix the propylene oxide metering tank with the pressure kettle connect. Replace air with nitrogen 3 times, until the temperature of the reactor is maintained at about 140°C, start to feed 1268g propylene oxide, pass through in about 2 hours, continue to react for 3 hours. After completion of the reaction, degas and cool to obtain about 3084g of crude propylene glycol phenyl ether. The phenol content in the product detected by GC is about 32ppm, and the propylene glycol phenyl ether is about 98.9%.

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Abstract

The invention provides a high-selectivity synthesis method of 3-phenoxy-1-propanol, which comprises the following step that phenol and epoxypropane are catalyzed by organic phosphorus to obtain 3-phenoxy-1-propanol through a one-step method. The chemical structure of the organic phosphorus is as shown in (I) (See the specification), wherein R1, R2 and R3 are electron-rich substituents including alkyl, phenyl or alkoxy, and the number of C in the alkyl and the alkoxy is 2-6. The selected catalyst is high in selectivity, the content of phenol in the synthesized product is low (smaller than or equal to 100 ppm, GC), the purity of 3-phenoxy-1-propanol is high (larger than or equal to 98.0%, GC), and the 3-phenoxy-1-propanol can be directly applied to industries closely related to coatings and life. In addition, no post-treatment process is needed, neither waste liquid not waste residue is generated, so that the method is an economic and environment-friendly process.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a highly selective synthesis method of propylene glycol phenyl ether. Background technique [0002] Propylene glycol phenyl ether is a solvent with high boiling point, low volatility, mild smell, non-toxic and environmental protection. Due to its strong dissolving ability for many resins, low film forming temperature, good compactness, moderate volatilization rate, and low surface tension, its As a green and environmentally friendly paint additive, it is widely used in oil-soluble or water-soluble paints such as automobiles and car repair paints, electrophoretic paints, industrial baking paints, marine paints, wood paints, and architectural paints. [0003] At present, the industrial production method of propylene glycol phenyl ether is obtained by base-catalyzed ring-opening addition of phenol and propylene oxide. Phenol generates potassium phenat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/03C07C43/23
CPCC07C41/03C07C43/23
Inventor 寇然王伟松王新荣刘凯叶达峰
Owner ZHEJIANG HUANGMA TECH
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