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Method for oxidizing phenol

A technology of phenol and hydrogen peroxide, which is applied in chemical instruments and methods, preparation of quinone oxide, preparation of oxygen-containing compounds, etc., can solve problems such as poor selectivity of benzoquinone, achieve low cost, good selectivity of benzoquinone, and simple production process Effect

Active Publication Date: 2014-07-02
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the phenol conversion rate of this preparation method still has room for improvement, and the selectivity of benzoquinone is extremely poor. The new process of phenol oxidation of catechol has very important practical significance

Method used

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  • Method for oxidizing phenol
  • Method for oxidizing phenol
  • Method for oxidizing phenol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] With phenol, hydrogen peroxide (hydrogen peroxide is provided with the form of the hydrogen peroxide aqueous solution of 30% by weight in this embodiment, the following examples are the same), solvent methanol and catalyst (TS-1 and dodecaphosphotungstic heteropoly acid The weight ratio is 100:1, and the phosphotungstic heteropolyacid is H 3 PW 12 o 40 ) According to the molar ratio of phenol to hydrogen peroxide is 1:2, the weight ratio of solvent methanol to catalyst is 20:1, the weight ratio of phenol to catalyst is 20:1, at a temperature of 30°C and a pressure of 1.5MPa react.

[0038] The results of the 2-hour reaction were as follows: the conversion rate of phenol was 76%; the selectivity of benzoquinone was 23%, the selectivity of catechol was 42%, and the selectivity of hydroquinone was 35%.

Embodiment 2

[0044] The weight ratio of phenol, hydrogen peroxide, solvent methanol and catalyst (TS-1 to phosphotungstopoly blue is 0.1:1, phosphotungstopoly blue is H 5 PW 12 o 40 ) According to the molar ratio of phenol and hydrogen peroxide is 1:2, the weight ratio of solvent methanol and catalyst is 120:1, the weight ratio of phenol and catalyst is 40:1, the temperature is 30 ℃, the pressure is the condition of 1.5MPa react below.

[0045] The results of the 2-hour reaction were as follows: the conversion rate of phenol was 53%; the selectivity of benzoquinone was 26%, the selectivity of catechol was 41%, and the selectivity of hydroquinone was 39%.

Embodiment 3

[0047] The weight ratio of phenol, hydrogen peroxide, solvent acetone and catalyst (TS-1 and isovanadium polyacid is 50:1, isovanadium polyacid is H 6 V 10 o 28 ) According to the molar ratio of phenol and hydrogen peroxide is 1:5, the weight ratio of solvent acetone and catalyst is 200:1, the weight ratio of phenol and catalyst is 80:1, the temperature is 60 ℃, the condition of pressure is 1.0MPa react below.

[0048] The results of the 2-hour reaction were as follows: the conversion rate of phenol was 74%; the selectivity of benzoquinone was 29%, the selectivity of catechol was 36%, and the selectivity of hydroquinone was 35%.

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Abstract

The invention provides a method for oxidizing phenol. The method comprises the following steps of: making phenol and hydrogen peroxide contact with a catalyst under an oxidizing reaction condition, and is characterized in that: the catalyst contains titanium silicalite and a multi-metal oxygen-containing acid and / or multi-metal oxysalt. The method has the advantages of adoption of an environment-friendly synthesizing process, environment friendliness, low cost, no need of adding any inhibitor or initiator, no requirement on special production equipment, simple production process, easiness for controlling and contribution to industrial production and application. Moreover, the method has high catalytic oxidation activity and high benzoquinone selectivity.

Description

technical field [0001] The invention relates to a method for oxidizing phenol. Background technique [0002] Benzoquinone usually refers to p-benzoquinone, which is a golden yellow prism, which can be sublimated and distilled with water vapor, and can be dissolved in hot water, ethanol and ether. Benzoquinone has a strong tendency to return to the benzene ring structure, that is, oxidation, which can capture iodine from the acidic solution of potassium iodide and reduce itself to hydroquinone. Benzoquinone is a raw material in the organic synthesis industry and an important intermediate for dyes, medicines, and pesticides. Its reduced product, hydroquinone, is a reducing agent and can be used as a developer for negative films and a polymerization inhibitor for polymerization reactions. [0003] P-benzoquinone can be prepared by oxidation of hydroquinone with sodium chlorate and sulfuric acid; industrially, it can be produced by oxidation of aniline or phenol, but the energy...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C27/00C07C50/04C07C46/06C07C39/08C07C37/60B01J29/89
Inventor 史春风林民朱斌汝迎春
Owner CHINA PETROLEUM & CHEM CORP