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Method for preparing hydroquinone by p-benzoquinone

A technology of hydroquinone and p-benzoquinone, which is applied in the field of preparation of hydroquinone, can solve problems such as easy poisoning and deactivation, increased processing costs, and rapid deactivation, and achieve important application value, reduced use cost, and high purity less demanding effect

Inactive Publication Date: 2016-03-02
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the high price of noble metals and their easy poisoning and deactivation, their application in some fields has also been hindered. For example, in the p-benzoquinone obtained by aniline oxidation, although the stripping process greatly reduces However, when the noble metal catalyst is used for hydrogenation reduction, the phenomenon of excessive catalyst dosage and rapid deactivation still occurs
Although improving the purity of the p-benzoquinone raw material can avoid the problem of catalyst deactivation as much as possible, the increase of corresponding treatment costs makes the above process uneconomical

Method used

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  • Method for preparing hydroquinone by p-benzoquinone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-8

[0017] Add self-made p-benzoquinone (1.2g, 11.1mmol), metal catalyst (0.12g) and THF (44.0g, 50mL) into a 250mL reactor, mix well, close the reactor and fill it with 40atm hydrogen, stir and heat to 70 o C, after reacting for 24 hours, cool to room temperature, and take out the mixture for analysis after degassing.

[0018] project catalyst Hydroquinone yield (%) 1. 1%Pd / C 94 2. 3%Pd / C 97 3. 5%PtFe / C 94 4. 5%IrFe / C 86 5. 5%PdNi / C 96 6. 5%RuNi / C 60 7. Raney Nickel 95 8. 10%Ni / C 92

Embodiment 9-13

[0020] The experimental procedure is the same as that of Example 8, except that the THF in the third experimental step is replaced with other solvents, and the reaction results are shown in the table below.

[0021] project Solvent (mL) Yield (%) 1. Dichloromethane (50) 98 2. DMF (50) 98 3. Ethanol (50) 82 4. Dioxane (50) 80 5. Ethylene glycol dimethyl ether (50) 84

Embodiment 14-16

[0023] The experimental procedure is the same as in Example 8, only the reaction temperature in the third experimental step is changed, and the influence on the reaction result is shown in the table below.

[0024] project temperature( o c) Yield (%) 1. 40 52 2. 80 96 3. 150 90

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Abstract

The invention provides a method for preparing hydroquinone by p-benzoquinone. The method is characterized in that in a liquid medium, p-benzoquinone with low purity is taken as a raw material, and under effect of a metal catalyst, hydroquinone is prepared through highly-selective hydrogenation reduction.

Description

technical field [0001] The invention relates to a preparation method of hydroquinone, in particular to a hydrogenation reduction catalyst with lower cost and lower requirement on the purity of p-benzoquinone. Background technique [0002] As an important chemical raw material, hydroquinone is widely used in polymer, pesticide, dyestuff, petrochemical and other industries. At present, the uses of hydroquinone mainly include the following: 1) Inhibitors for polymer monomers, such as acrylic acid, acrylate, acrylonitrile, etc.; 2) Antioxidants, such as antioxidants for rubber and plastics, paint varnishes Stabilizer / antioxidant and petroleum anticoagulant, etc.; 3) Synthetic raw material for tertiary butyl hydroquinone; 4) Others such as black and white developer, catalyst for syngas desulfurization process, etc. In recent years, as the scope of application of hydroquinone in the field of fine chemicals has gradually expanded, its demand has shown a steady growth trend. [00...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/07C07C39/08
CPCC07C37/07
Inventor 安增建刘克锋万晓波王旭亮
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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