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Method for synthesizing p-hydroxyanisole by taking quinhydrone as auxiliary agent or raw material

A technology of p-hydroxyanisole and quinhydrone, which is applied in the field of organic compound preparation, can solve the problem of high p-benzoquinone price, achieve high yield, reduce production cost and high selectivity

Inactive Publication Date: 2019-01-01
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Claims
  • Application Information

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Problems solved by technology

Although it is just a reference price, it can be seen that the price of p-benzoquinone is much higher than that of hydroquinone

Method used

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  • Method for synthesizing p-hydroxyanisole by taking quinhydrone as auxiliary agent or raw material
  • Method for synthesizing p-hydroxyanisole by taking quinhydrone as auxiliary agent or raw material

Examples

Experimental program
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Effect test

Embodiment 1

[0011] Add 1g of quinhydrone, 0.5g of phosphotungstic acid, and 7.92g of anhydrous methanol into a 50mL flask, install a condenser, and heat to 70°C with magnetic stirring. After 4 hours of reaction, stop heating, cool down, dry, filter, and perform gas chromatography The purity of the product was detected, the conversion rate of quinhydrone was 100%, and the yield of p-hydroxyanisole was 95.20%.

Embodiment 2

[0013] Add 0.3g of quinhydrone, 0.15g of phosphotungstic acid, and 2.38g of anhydrous methanol into a 50mL flask, install a condenser, and heat to 70°C with magnetic stirring. After 4 hours of reaction, stop heating, cool down, dry, filter, and gas phase The purity of the product was detected by chromatography, the conversion rate of quinhydrone was 100%, and the yield of p-hydroxyanisole was 83.02%.

Embodiment 3

[0015] Add 0.1g of quinhydrone, 0.1g of concentrated sulfuric acid, and 4g of anhydrous methanol into a 50mL flask, install a condenser, and heat to 70°C with magnetic stirring. After 4 hours of reaction, stop heating, cool down, dry, filter, and detect by gas chromatography The purity of the product, the conversion rate of quinhydrone is 100%, and the yield of p-hydroxyanisole is 95.41%.

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Abstract

The invention provides a method for synthesizing p-hydroxyanisole by taking quinhydrone as an auxiliary agent or a raw material and belongs to the technical field of preparation of organic compounds.The method takes acid as a catalyst and quinhydrone as the auxiliary agent or the raw material to efficiently synthesize p-hydroxyanisole. According to the method provided by the invention, the mass ratio of hydroquinone to quinhydrone ranges from (0 to 100) to (10 to 1); the amount of the catalyst is 1 to 20 percent of the total mass of hydroquinone and quinhydrone and the ratio of methanol to the total mass of hydroquinone and quinhydrone ranges from (5 to 1) to (30 to 1); the temperature is in a range from room temperature to 100 DEG C and the reaction time is 3 to 8h. According to the method, p-benzoquinone, which has great production difficulty and a relatively high price, is not used, so that the production cost is reduced and the environment protection pressure is alleviated. The post-treatment is simple and the methanol can be repeatedly utilized. Only less distillation dreg is generated in a production process. The method is a method which is competitive and is suitable for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing p-hydroxyanisole by using quinhydrone as an auxiliary agent or a raw material, and belongs to the technical field of organic compound preparation. Background technique [0002] p-Hydroxyanisole is an important chemical product, mainly used in the synthesis of antioxidant BHA, but also a good polymerization inhibitor, ultraviolet inhibitor and dye intermediate. It is reported in the literature that p-hydroxyanisole can be obtained by reacting hydroquinone with dimethyl sulfate or methanol; [J]. Jiangsu Chemical Industry, 2007 (5): 32-33). The current industrial method is to synthesize p-hydroxyanisole with methanol and hydroquinone in the presence of auxiliary agent benzoquinone. A large amount of benzoquinone is used in the production. The domestic production method of benzoquinone is mainly the aniline oxidation method. This method has serious pollution, complicated post-treatment and high energy co...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/09C07C43/23
CPCC07C41/09C07C43/23
Inventor 陈平率为举
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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