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Method of making benzylated phenols

A technology for benzylated phenol and benzyl alcohol, applied in the field of preparation of benzylated phenol, can solve problems such as harsh operating conditions, corrosion, intermittent treatment and the like

Inactive Publication Date: 2011-01-19
SABIC GLOBAL TECH BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Additional problems faced by these methods include batch processing, corrosion and harsh operating conditions

Method used

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  • Method of making benzylated phenols

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Embodiment 1

[0039] Approximately 10 grams of magnesium carbonate and 1 gram of wax were mixed for 10 minutes using a high shear blender. The mixing process was performed under liquid nitrogen to make the mixing homogeneous. The resulting blend was formed into pellets and calcined under nitrogen at a temperature of 390°C to 410°C with a ramp rate of 0.2°C / min to 5°C / min. The nitrogen flow was maintained at 0.06 grams nitrogen per hour per gram (g / hr / g) catalyst to 10 g / hr / g catalyst. The initial temperature of calcination also varied from room temperature to 200°C. Surface area and porosity measurements were performed on approximately 300 mg of calcined samples using a Micromeritics 2010 analyzer. Pore ​​size distribution and surface area were obtained from nitrogen desorption isotherms. The overall average pore diameter is 120 to 180 . The pore volume is 0.5 cubic centimeters per gram (cc / g) to 0.7 cc / g. Surface area is 100m 2 / g to 250m 2 / g.

Embodiment 2

[0041] 5 cubic centimeters (cc) of magnesium carbonate pellets with an average particle size of 1000 microns to 1400 microns were charged to the packed bed reactor. The catalyst is calcined in situ at 390° C. for 16 to 22 hours at a rate of 0.2˜0.5° C. / min and under conditions of 0.06˜0.24 (10) g nitrogen / hr / g catalyst. All reactions were performed under atmospheric pressure. After calcination the temperature was raised from 390°C to 475°C within two hours under nitrogen atmosphere. After reaching this temperature for 15 minutes, the feed mixture was introduced at 0.12 cc / min. The feed contained 16.21 wt.% phenol, 74.48 wt.% benzyl alcohol and 9.31 wt.% water (the molar ratio of benzyl alcohol to phenol was 4:1). The benzylation reaction was carried out under isothermal conditions for 24 hours. The yield of reaction products such as o-benzylphenol, 2,6-dibenzylphenol, benzaldehyde and unreacted phenol and benzyl alcohol was monitored after 20 hours. The measured conversion...

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Abstract

A method of making benzylated phenols comprises contacting a phenol and a benzyl alcohol with a basic metal oxide catalyst at a temperature sufficient to maintain each of the phenol and the benzyl alcohol in a vapor phase. The phenol has at least one hydrogen ortho to its phenolic hydroxyl group.

Description

Background of the invention [0001] The present invention relates to a process for the preparation of benzylated phenols. [0002] Benzylated phenols, especially ortho-benzylated phenols, are valuable antioxidants and chemical intermediates. [0003] Typically, benzylphenol is prepared by treating phenol with benzyl chloride or benzyl alcohol in the presence of strong acids (eg, aluminum chloride, zinc chloride, and sulfuric acid). In other methods, 2-benzylphenol, 2,4-dibenzylphenol and 2,6-dibenzylphenol are prepared by heating phenol and sodium hydroxide in toluene and reacting it with benzyl chloride. Alternatively, benzyl alcohol can be reacted with p-cresol using an aluminum chloride catalyst to prepare dibenzyl-p-cresol. Vapor-phase benzylation of phenols and benzyl alcohols with unsubstituted ortho positions in contact with activated alumina catalysts is also known. [0004] However, some of these above-mentioned methods lead to appreciable amounts of meta- and para-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/16
CPCC07C37/16C07C39/15C07C37/88C07C39/367
Inventor 雨果·英格尔布雷赫特阿伦·库马阿肖克·R·梅农普拉迪普·纳德卡尼鲁佩什·帕沃
Owner SABIC GLOBAL TECH BV
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