Synthesis method of 2-phenyl-2-propanol and acetophenone through catalytic oxidation of cumene

A technology for catalytic oxidation and cumene, applied in chemical instruments and methods, preparation of oxygenated compounds by oxidation of hydrocarbons, preparation of peroxygen compounds, etc., to achieve the effects of good selectivity, environmental friendliness, and wide sources

Inactive Publication Date: 2013-04-24
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

So far, there is no public report on the process of catalytic oxidation of cumene to prepare 2-phenyl-2-propanol and acetophenone using nitrogen-doped carbon material as heterogeneous catalyst and oxygen or air as oxidant

Method used

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  • Synthesis method of 2-phenyl-2-propanol and acetophenone through catalytic oxidation of cumene
  • Synthesis method of 2-phenyl-2-propanol and acetophenone through catalytic oxidation of cumene
  • Synthesis method of 2-phenyl-2-propanol and acetophenone through catalytic oxidation of cumene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～4

[0038] With 10.00mL cumene (density is 0.84g / mL) and 100mg nitrogen-doped carbon nanotubes with different nitrogen content (catalyst and cumene weight ratio are 0.012: 1, nitrogen content see Table 1, the nitrogen content in the table is mass content) into a three-necked flask, ultrasonicated for 2min (frequency 40kHz, 30°C) to form a mixed suspension. Then, under magnetic stirring, the mixture was placed in an oil bath and heated to 80° C., then oxygen was introduced at a rate of 10 mL / min, and the reaction was carried out under normal pressure for 8 h. After the reaction, the obtained mixed solution is filtered to obtain a solid catalyst and a liquid mixture containing 2-phenyl-2-propanol, acetophenone and CHP. Image 6 Be the gas chromatogram of embodiment 2, contrast Figure 1~5 The gas chromatogram of acetonitrile, toluene, cumene, acetophenone and 2-phenyl-2 propanol standard samples, it can be seen that the product after triphenylphosphine reduction is 2-phenyl-2-propan...

Embodiment 5～6

[0043] Add 10.00 mL of cumene (density 0.84 g / mL) and 100 mg of solid nitrogen-doped carbon material (the weight ratio of catalyst to cumene is 0.012:1, see Table 2 for the types of solid nitrogen-doped carbon material) into a three-necked flask , sonicate for 2min (frequency 40kHz, 30°C) to form a mixed suspension. Then, under magnetic stirring, the mixture was placed in an oil bath and heated to 80° C., then oxygen was introduced at a rate of 10 mL / min, and the mixture was reacted for 8 hours under normal pressure. After the reaction, the resulting mixed solution can be filtered to obtain a solid catalyst and a liquid mixture. The liquid mixture was analyzed to measure the conversion rate of cumene and the selectivity of the product, and the results are shown in Table 2. Analysis of the data in Tables 1 and 2 shows that nitrogen-doped carbon nanotubes have better catalytic activity and target product selectivity in the liquid-phase catalytic oxidation of cumene. Using nitr...

Embodiment 7～9

[0047] Add 10.00 mL of cumene (density of 0.84 g / mL) and 100 mg of nitrogen-doped carbon nanotubes (the nitrogen content is the same as in Example 3, and the weight ratio of catalyst to cumene is 0.012:1) into a three-necked flask, and ultrasonicate for 2 min (Frequency 40kHz, 30°C, can also be ultrasonicated for 5min) to form a mixed suspension. Then, under magnetic stirring, the mixed suspension was placed in an oil bath and heated to a predetermined reaction temperature (as shown in Table 3), and oxygen was introduced at a rate of 10 mL / min under normal pressure for 8 hours of reaction. After the reaction, the resulting mixed solution can be filtered to obtain a solid catalyst and a liquid mixture. The liquid mixture was analyzed to measure the conversion rate of cumene and the selectivity results of acetophenone and 2-phenyl-2-propanol in Table 3. Comparing Examples 7, 8, 3 and 9, it can be seen that the temperature increase is conducive to the oxidation of cumene, and al...

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Abstract

The invention discloses a synthesis method of 2-phenyl-2-propanol and acetophenone through catalytic oxidation of cumene, the synthesis method includes that firstly, adding the cumene and a solid catalyst into a reactor, forming a suspension through ultrasonic processing, wherein the solid catalyst is nitrogen-doped carbon material, heating the obtained suspension to 40-100 DEG C, introducing oxygen for reaction at constant pressure; after the reaction is finished, separating the reaction mixture to obtain the solid catalyst and a liquid mixture which contains the 2-phenyl-2-propanol, the acetophenone and cumene hydrogen peroxide; and obtaining target products of the 2-phenyl-2-propanol and the acetophenone through separation and purification. The cumene is oxidized at the constant pressure to generate 2-phenyl-2-propanol and acetophenone, the nitrogen-doped carbon material is used as the heterogeneous reaction catalyst, the oxygen is used as oxidant, an operational process is simple, the nonmetal catalyst is free of corrosion, environment-friendly, low in price and capable of being used repeatedly, the conversion ratio of the cumene is relatively high, and the target products are good in selectivity.

Description

technical field [0001] The invention relates to a synthesis method of 2-phenyl-2-propanol or acetophenone, in particular to a method for simultaneously synthesizing 2-phenyl-2-propanol and acetophenone by catalytic oxidation of cumene, which belongs to organic synthesis Field of application technology. Background technique [0002] 2-Phenyl-2-propanol has a rose aroma, is an additive for perfume and cosmetics, and is also an important intermediate for the industrial synthesis of dicumyl peroxide. Its synthesis method mainly uses cumene hydroperoxide as raw material, including inorganic reducing agent reduction method and catalytic hydrogenation method. At present, the industrial synthesis of 2-phenyl-2-propanol adopts an inorganic reducing agent reduction method, and the synthesis process is as follows: air is an oxidant, and an alkaline solution is used as an additive to catalyze the oxidation of cumene to prepare cumene hydroperoxide (CHP) ; Then use alkali sulfide (NaS ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C27/12C07C29/50C07C33/20C07C45/53C07C49/78C07C407/00C07C409/10
Inventor 彭峰廖世霞余皓王红娟
Owner SOUTH CHINA UNIV OF TECH
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