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Method for phenol hydroxylation

A technology of phenol hydroxylation and phenol, which is applied in the field of phenol hydroxylation, and achieves the effects of easy availability of raw materials, high conversion rate of phenol, and good selectivity

Active Publication Date: 2015-04-29
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, it is rare to see the report that the mixed solution containing hydrogen peroxide and acetone obtained during the preparation of hydrogen peroxide by isopropanol oxidation is directly used as a raw material for phenol hydroxylation to prepare hydroquinone

Method used

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  • Method for phenol hydroxylation

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Mix the aforementioned mixture containing hydrogen peroxide and acetone, phenol and catalyst (TS-1) according to the molar ratio of phenol to hydrogen peroxide of 1:2, and the weight ratio of phenol to catalyst of 20:1, at a temperature of 30°C , The reaction is carried out under the condition that the pressure is 1.5MPa.

[0047] The results of the reaction for 2 hours were as follows: the conversion rate of phenol was 37%, the effective utilization rate of hydrogen peroxide was 81%, the selectivity of catechol was 48%, and the selectivity of hydroquinone was 47%.

Embodiment 2

[0049] Mix the aforementioned mixture containing hydrogen peroxide and acetone, phenol and catalyst (TS-1) according to the molar ratio of phenol to hydrogen peroxide of 1:2, and the weight ratio of phenol to catalyst of 40:1, at a temperature of 30°C , The reaction is carried out under the condition that the pressure is 1.5MPa.

[0050] The results of the reaction for 2 hours are as follows: the conversion rate of phenol is 45%, the effective utilization rate of hydrogen peroxide is 84%, the selectivity of catechol is 47%, and the selectivity of hydroquinone is 50%.

Embodiment 3

[0052] Mix the aforementioned mixture containing hydrogen peroxide and acetone, phenol and catalyst (TS-1) according to the molar ratio of phenol to hydrogen peroxide of 1:1.5, and the weight ratio of phenol to catalyst of 80:1, at a temperature of 60°C , and the reaction was carried out under the condition that the pressure was 1.0MPa.

[0053] The results of the reaction for 2 hours were as follows: the conversion rate of phenol was 87%, the effective utilization rate of hydrogen peroxide was 80%, the selectivity of catechol was 45%, and the selectivity of hydroquinone was 52%.

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Abstract

The invention provides a method for phenol hydroxylation. The method comprises the step that a mixture of hydrogen peroxide and acetone, which is obtained in the process of preparing hydrogen peroxide by an isopropanol oxidation method, is contacted with phenol and a catalyst containing a Ti-Si molecular sieve under an oxidation reaction condition. The method for phenol hydroxylation has a high phenol conversion rate and good selectivity for benzenediol. Presumably, the mixture of hydrogen peroxide and acetone, which is prepared by the isopropanol oxidation method, contains some isopropanol which is likely to play a role in promoting reaction, and the ratio of hydrogen peroxide to acetone is proper, so that the selectivity for benzenediol and the effective utilization ratio of hydrogen peroxide can be improved.

Description

technical field [0001] The invention relates to a method for hydroxylation of phenol. Background technique [0002] Hydroquinone and catechol are two important chemical raw materials and chemical intermediates, which have a wide range of uses. Among them, catechol can be used as rubber hardener, electroplating additive, skin antiseptic and bactericide, hair dye, photographic developer, color photo antioxidant, fur dyeing agent, paint and varnish anti-peeling agent, etc.; Phenols are mainly used as developers, anthraquinone dyes, azo dyes, synthetic ammonia cosolvents, rubber antioxidants, polymerization inhibitors, stabilizers and antioxidants for paints and flavors, etc. [0003] In the prior art, benzoquinone is formed by oxidizing an aromatic hydroxyl compound (such as phenol) with oxygen or an oxygen-containing gas, a copper-containing catalyst, and an optional promoter, and then a reduction reaction is used to form hydroquinone. But this method can't prepare benzoquin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/60C07C39/08
CPCC07C37/60C07C39/08
Inventor 史春风林民朱斌
Owner CHINA PETROLEUM & CHEM CORP