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Method for preparing phenol and diphenol by direct hydroxylation of benzene and hydrogen peroxide

A technology of hydrogen peroxide and phenol, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problems of low effective utilization rate of hydrogen peroxide, achieve short synthesis reaction time, simple preparation method, high The effect of economic benefits

Inactive Publication Date: 2010-08-04
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The main purpose of the present invention is to provide a method for simultaneously preparing phenol and diphenol from benzene, which overcomes the problem that the effective utilization rate of hydrogen peroxide is low in the prior art

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1: 30 g of sucrose, water-soluble starch, and polyethylene glycol (PEG-200) were weighed respectively in two portions, respectively added to six 250 mL beakers, and divided into two groups. Add 1.0g copper sulfate pentahydrate, 50mL water and 5mL concentrated sulfuric acid to one group, stir and mix well. Add 1g of copper sulfate pentahydrate, 50mL of water and 5mL of concentrated sulfuric acid to the other group, stir and mix well, then add 2g of water glass (modulus 24) dropwise under stirring to form a jelly. The resulting two groups of 6 samples were baked in an oven at 100°C for 12 hours, and then baked at 140°C for another 12 hours, and the resulting black solid was transferred to a crucible and placed in a N 2 Under atmosphere protection, heat at 600°C for 2 hours. After cooling, the catalysts were obtained, respectively expressed as 0.5Cu / C-1, 0.5Cu / C-2, 0.5Cu / C-3 and 0.5Cu-10SiO 2 / C, 0.5Cu-12SiO 2 / C, 0.5Cu-13SiO 2 / C. Among the above 6 catalysts,...

Embodiment 2

[0016] Example 2: Add 10g of phenolic resin to a 250mL beaker, add 20mL of 95% ethanol to dissolve, add 1g of copper sulfate pentahydrate solid, stir and mix, transfer to a 50mL crucible, volatilize at 90°C to remove the solvent, and bake in a 140°C oven Bake for 12 hours in N 2 Under atmosphere protection, heat at 600°C for 4 hours. After cooling a catalyst was obtained, denoted 5Cu / C-F, in which the copper content was 5%.

Embodiment 3

[0017] Embodiment 3: Weigh 7 kinds of catalysts respectively, weigh each 0.1g of the catalysts prepared by Example 1 and Example 2, add respectively in the 100mL ground-mouth two-neck flask, then add 10mL acetonitrile and 2mL benzene respectively, install a condenser, Place in a temperature-controlled magnetic stirrer, set the reaction temperature to 70°C, start the stirrer, and add 30% H 2 o 2 , The molar ratio of benzene and hydrogen peroxide is 1:1, react for 4 hours, and the product is determined by gas chromatography after filtration. The yields and total selectivities of the three phenols are shown in Table 1. It can be seen that the addition of silicon is beneficial to improve the yield of phenol and the total selectivity of the three phenols.

[0018] Table 1 Example 3 Results

[0019]

catalyst

Phenol yield

%

Hydroquinone Yield

%

Catechol Yield

%

total selectivity +

%

Hydrogen Peroxide Utilization*

%

...

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PUM

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Abstract

The invention relates to a method for preparing phenol and diphenol by direct hydroxylation of benzene and hydrogen peroxide. Phenol, hydroquinone and pyrocatechol are prepared simultaneously under mild reaction conditions by using xCu-ySiO2 / C as a catalyst and adopting a mixed solvent. The hydrogen peroxide has high effective utilization, the three types of phenols have high overall selectivity,the catalyst has simple preparation method and low cost, so the method has industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing phenol and diphenol by direct hydroxylation of benzene and hydrogen peroxide. Background technique [0002] Phenol and diphenols are important chemical raw materials with a wide range of applications. Phenol is mainly used in the industry to produce phenolic resin, bisphenol A, caprolactam, aniline, alkylphenol and salicylic acid, etc. In addition, it can also be used as a solvent, antioxidant and disinfectant, etc., in synthetic fibers, synthetic rubber, plastics, etc. , medicine, pesticides, spices, dyes and coatings, etc. also have a wide range of applications. Hydroquinone can be used as developer, polymerization inhibitor, petroleum anticoagulant, catalytic desulfurization agent and antioxidant. Catechol is widely used in industries such as pesticides, pharmaceuticals, spices, resins and coatings. [0003] The chemical synthesis process of phenol includes benzene sulfonation method, chlorobenzene ...

Claims

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Application Information

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IPC IPC(8): C07C39/08C07C39/04C07C37/60
CPCY02P20/52
Inventor 胡常伟李松李桂英
Owner SICHUAN UNIV
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