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Method for synthesizing m-cresol by 3-methylcyclohexenone dehydrogenation

A technology for the dehydrogenation of methylcyclohexenone, applied in chemical instruments and methods, preparation of organic compounds, organic compound/hydride/coordination complex catalysts, etc. Difficult to recycle and other problems, to achieve the effect of easy separation and recycling, high activity

Active Publication Date: 2018-02-23
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the homogeneous catalyst is difficult to separate from the product for recycling, which affects the industrial application of the process

Method used

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  • Method for synthesizing m-cresol by 3-methylcyclohexenone dehydrogenation
  • Method for synthesizing m-cresol by 3-methylcyclohexenone dehydrogenation
  • Method for synthesizing m-cresol by 3-methylcyclohexenone dehydrogenation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Under argon atmosphere, add 0.7087g of POL-2V-P,N porous polymer material and 14ml of acetonitrile into a 50ml single-necked flask. After stirring for 30min, add 0.0394g of palladium acetate. Stir at room temperature for 24h, at 338K. Dry under vacuum. The dried sample is placed in a quartz tube with an inner diameter of 10 cm, and hydrogen is introduced. The flow rate of the hydrogen is 100 ml / min. Then the quartz tube is heated to 423K at a rate of 5K / min. Pd / POL-2V-P,N catalyst supported by porous phosphine-containing and nitrogen-containing polymer can be obtained after reduction for 5 hours. The morphology of the prepared Pd / POL-2V-P, N palladium-based catalyst was characterized by SEM and TEM electron microscope, see figure 1 with figure 2 .

[0019] In a 50ml solvent storage bottle, 0.89g of 3-methylcyclohexenone, 0.032g of Pd / POL-2V-P, N palladium-based catalyst, and 0.1072g of potassium carbonate were placed in sequence. The glass reactor was sealed, and the ...

Embodiment 2

[0021] The mass of potassium carbonate is 0.2144g. Other conditions are the same as in Example 1.

Embodiment 3

[0023] The reaction temperature was 393K, and other conditions were the same as in Example 1.

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Abstract

The invention relates to a method for synthesizing m-cresol by 3-methylcyclohexenone dehydrogenation. With 3-methylcyclohexenone as a reaction material, under the condition that reaction temperature is 393K to 423K and pressure is normal pressure, multifunctional phosphine-and-nitrogen-containing polymer-supported palladium-based catalyst Pd / POL-2V-P,N is adopted to catalyze 3-methylcyclohexenonedehydrogenation, so that m-cresol is synthesized. With porous phosphine-and-nitrogen-containing polymer as a carrier, the method adopts an impregnation method to complex and support palladium to prepare the porous polymer-supported palladium-based catalyst. The method applies the supported palladium-based catalyst Pd / POL-2V-P,N to dehydrogenate 3-methylcyclohexenone on a slurry bed to prepare m-cresol. Under the conditions of normal pressure and no oxygen, high activity is shown, and the catalyst is easy to separate and recycle.

Description

Technical field [0001] The invention relates to a method for the dehydrogenation of 3-methylcyclohexenone to synthesize m-cresol, in particular to a 3-methylcyclohexenone as a reaction raw material, the reaction temperature is 393-423K, and the gas pressure is Under normal pressure conditions, a porous phosphine-containing and nitrogen-containing polymer supported palladium-based catalyst Pd / POL-2V-P,N was used to catalyze the dehydrogenation of 3-methylcyclohexenone to synthesize m-cresol. Background technique [0002] M-cresol is a colorless and transparent liquid with a special odor. As an important fine chemical raw material and intermediate, m-cresol has a wide range of uses. It is mainly used in pesticides, medicines, fragrances, resin plasticizers, film films, antioxidants, lubricant additives, mineral processing agents, fluorescent whitening Agent, special solvent, etc. At present, the methods for synthesizing cresol in industry mainly include toluene sulfonation alkali...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/06C07C39/07B01J31/24
CPCB01J31/2404B01J2531/0213B01J2531/0241B01J2531/824C07C37/06C07C39/07
Inventor 丁云杰陈兴坤朱何俊
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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