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A kind of method that nitrogen-doped carbon nanotube catalyzes the oxidation of ethylbenzene to prepare acetophenone

A technology of catalytic oxidation and nanotubes, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of the conversion rate of ethylbenzene and other problems, and achieve low cost, environmental friendliness, and good stability. Effect

Active Publication Date: 2021-12-21
SOUTH CHINA UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the previous work of our research group (Luo Jin. Carbon nanotubes and nitrogen-doped carbon nanotubes liquid-phase catalytic oxidation of benzyl alcohol and ethylbenzene [D]. South China University of Technology, 2013) found that when pure oxygen was used as the oxidant, NCNTs There will be a phenomenon of inhibiting the oxidation of ethylbenzene, although to a certain extent, the selectivity of acetophenone has been improved, but the conversion rate of ethylbenzene has a substantial decline

Method used

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  • A kind of method that nitrogen-doped carbon nanotube catalyzes the oxidation of ethylbenzene to prepare acetophenone
  • A kind of method that nitrogen-doped carbon nanotube catalyzes the oxidation of ethylbenzene to prepare acetophenone
  • A kind of method that nitrogen-doped carbon nanotube catalyzes the oxidation of ethylbenzene to prepare acetophenone

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Experimental program
Comparison scheme
Effect test

Embodiment 1~4

[0027] Add 20mL of acetonitrile, 0.6g of anisole (internal standard), 2.6g of ethylbenzene, 0.78g of TBHP and 15mg of NCNTs (N content is 3.19at%) into the autoclave and heat it to the temperature shown in Table 1. , feed oxygen, start timing, and maintain its pressure at 1.5MPa during the reaction, and the stirring speed is 1000rpm. After reacting for 4 hours, stop timing, cool the reactor to room temperature, and filter the liquid-solid phase mixture to obtain a solid catalyst and a liquid phase mixture containing unreacted reactants and reaction products. The liquid phase mixture was detected and analyzed by gas chromatography (GC). The gas chromatogram of the reaction solution after the reaction of embodiment 3 is as follows figure 2 shown. The GC detection results are shown in Table 1 (the influence of reaction temperature on the liquid-phase oxidation reaction of ethylbenzene).

[0028] Table 1 Effect of reaction temperature on liquid phase oxidation of ethylbenzene ...

Embodiment 5~9

[0032] Add 20mL of acetonitrile, 0.6g of anisole (internal standard), 2.6g of ethylbenzene, 0.78g of TBHP and 15mg of NCNTs (N content is 3.19at%) into the autoclave in turn, stir and heat, feed in oxygen, and start timing , and maintain its pressure as shown in Table 2 during the reaction process, maintain its temperature at 150° C., and a stirring speed of 1000 rpm. After reacting for 4 hours, stop timing, cool the reactor to room temperature, and filter the liquid-solid phase mixture to obtain a solid catalyst and a liquid phase mixture containing unreacted reactants and reaction products. The liquid phase mixture was detected and analyzed by gas chromatography (GC). The GC detection results are shown in Table 2 (the influence of reaction pressure on the liquid-phase oxidation reaction of ethylbenzene).

[0033] Table 2 Effect of reaction pressure on liquid phase oxidation of ethylbenzene

[0034] Example 5 6 7 8 9 Reaction pressure (MPa) 0.1 1.0 1....

Embodiment 10~13

[0037]Add 20mL of acetonitrile, 0.6g of anisole (internal standard), 2.6g of ethylbenzene, 0.78g of TBHP and 15mg of NCNTs (N content is 3.19at%) into the autoclave in turn, stir and heat, feed in oxygen, and start timing , and maintain its temperature at 150° C. during the reaction, control the stirring speed as shown in Table 3, and the pressure at 1.5 MPa. After reacting for 4 hours, stop timing, cool the reactor to room temperature, and filter the liquid-solid phase mixture to obtain a solid catalyst and a liquid phase mixture containing unreacted reactants and reaction products. The liquid phase mixture was detected and analyzed by gas chromatography (GC). The GC detection results are shown in Table 3 (the influence of stirring speed on the liquid-phase oxidation reaction of ethylbenzene).

[0038] Table 3 Effect of stirring speed on liquid phase oxidation of ethylbenzene

[0039]

[0040]

[0041] Analysis of the data in Table 3 shows that the conversion rate of ...

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Abstract

The invention belongs to the field of organic synthesis and catalytic materials, and discloses a method for preparing acetophenone by catalytically oxidizing ethylbenzene with nitrogen-doped carbon nanotubes. In organic solvent acetonitrile, add ethylbenzene, pro-oxidant TBHP and NCNTs catalyst, use oxygen as oxidant, stir and react under the conditions of pressure 0.1-3.0 MPa and temperature 50-180 DEG C to prepare acetophenone. The invention adopts NCNTs as a catalyst, can obtain considerable ethylbenzene conversion rate and acetophenone selectivity, and the catalyst is simple and easy to obtain, easy to recycle, good in stability, environment-friendly and low in cost.

Description

technical field [0001] The invention belongs to the field of organic synthesis and catalytic materials, in particular to a method for preparing acetophenone by catalytically oxidizing ethylbenzene with nitrogen-doped carbon nanotubes. Background technique [0002] The selective conversion of alkylbenzenes to carbonyls is one of the most important processes in petrochemicals. As a very important chemical raw material and pharmaceutical intermediate, acetophenone (AcPO) is often used as an organic and fine chemical raw material, an important intermediate of some perfumes, drugs, resins, alcohols, lipids and aldehydes. The traditional process for preparing acetophenone is mainly carried out by Friedel-Crafts acylation reaction. With acid halide or anhydride as reactant and homogeneous Lewis acid (AlCl 3 ,BF 3 ,FeCl 3 ,ZnCl 2 ,SnCl 4 ,TiCl 4 ) or strong acid (H 2 SO 4 , HF) as a catalyst to prepare acetophenone. However, there are many defects in this production proces...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C45/36C07C49/78
CPCC07C45/36C07C49/78
Inventor 曹永海彭峰苏泳钊余皓王红娟
Owner SOUTH CHINA UNIV OF TECH