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P-methoxyphenol synthesis method

A technology of hydroquinone monomethyl ether and hydroquinone, which is applied in the synthesis of hydroquinone monomethyl ether and the field of catalyst preparation, can solve the problems of heavy pollution, achieve heavy pollution, facilitate separation, improve Yield effect

Active Publication Date: 2019-04-23
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The object of the present invention provides a method for synthesizing hydroquinone monomethyl ether, which solves the problem of heavy pollution in the current production process of hydroquinone monomethyl ether, and does not need to add initiator p-benzoquinone in the reaction process

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Catalyst preparation: Add polyaniline with a molecular weight of 20,000-50,000 into 25% p-toluenesulfonic acid solution and soak for 12 hours, wash with methanol, and dry to a water content of 1.0%.

[0019] Synthesis of hydroquinone monomethyl ether: Add 15.0 g of the catalyst prepared by the above method, 250.0 g of methanol, and 50.0 g of hydroquinone into the reaction kettle, control the temperature at 65° C., and react for 4 hours. 52.7 g of hydroquinone monomethyl ether was obtained, with a yield of 93.5%; the conversion rate of hydroquinone was 96.5%.

Embodiment 2

[0021] Catalyst preparation: Add polyaniline with a molecular weight of 50,000-100,000 to 20% sulfuric acid solution and soak for 12 hours, wash with methanol, and dry to a water content of 0.5%.

[0022] Synthesis of hydroquinone monomethyl ether: add 17.5 g of the catalyst prepared by the above method, 180.0 g of methanol, and 50.0 g of hydroquinone into the reaction kettle, control the temperature at 70° C., and react for 2 hours. 53.2 g of hydroquinone monomethyl ether was obtained, the yield was 94.3%, and the conversion rate of hydroquinone was 96.7%.

Embodiment 3

[0024] Catalyst preparation: Add polyaniline with a molecular weight of 50,000-200,000 to 20% dodecylbenzenesulfonic acid solution and soak for 24 hours, wash with methanol, and dry to a water content of 4.5%.

[0025] Synthesis of hydroquinone monomethyl ether: add 12.0 g of the catalyst prepared by the above method, 200.0 g of methanol, and 50.0 g of hydroquinone into the reaction kettle, control the temperature at 55° C., and react for 6 hours. 52.6 g of hydroquinone monomethyl ether was obtained, the yield was 93.3%, and the conversion rate of hydroquinone was 95.1%.

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Abstract

The invention relates to a p-methoxyphenol synthesis method. According to the method, polyaniline having a molecular weight of 20000-200000 or a derivative thereof is doped and loaded with a medium acid, wherein the supported medium acid accounts for 5-50% of the mass of a catalyst; and the p-methoxyphenol is synthesized by using hydroquinone as a raw material and using methanol as a methylating agent under the action of the polyaniline-supported catalyst. According to the present invention, with the application of the catalyst to synthesize the p-methoxyphenol, the adding of the initiator benzoquinone is not required, such that the yield of the target product can be improved, the separation of the catalyst and the reaction solution is easily achieved, and the problems of heavy pollution and high catalyst consumption in the current production of p-methoxyphenol can be solved; and with the method, the conversion rate of hydroquinone is more than or equal to 95%, the selectivity is morethan or equal to 96%, and the yield of p-methoxyphenol is more than or equal to 92%.

Description

technical field [0001] The invention belongs to the technical field of fine organic chemistry, and relates to a synthesis method of hydroquinone monomethyl ether and a preparation method of a catalyst. Background technique [0002] Hydroquinone monomethyl ether (also known as p-hydroxyanisole, p-methoxyphenol, hydroquinone monomethyl ether) is not only an important intermediate of fine chemical products such as medicine, spices and pesticides, but also a Inhibitors, anti-aging agents, plasticizers, etc., are widely used. [0003] The synthetic methods of hydroquinone monomethyl ether mainly include anisole method, hydroquinone method and benzaldehyde method. Currently the most widely used is the hydroquinone method, that is, hydroquinone is used as raw material, and dimethyl sulfate, methanol, dimethyl carbonate, etc. are used as methylating agents to synthesize hydroquinone monomethyl ether. The catalyst is generally Sulfuric acid, heteropoly acid, solid acid, strong acid...

Claims

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Application Information

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IPC IPC(8): C07C41/09C07C43/23B01J31/06B01J37/02
CPCB01J31/06B01J37/0201B01J37/0203C07C41/09C07C43/23
Inventor 陈永平金汉强刘卓吴其建
Owner CHINA PETROLEUM & CHEM CORP
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