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Method for preparing isopropyl benzene hydrogen peroxide by catalytically oxidizing isopropyl benzene

A technology of cumene hydroperoxide and cumene, which is applied to the preparation of peroxygen compounds, chemical instruments and methods, and the preparation of organic compounds, etc.

Inactive Publication Date: 2008-08-06
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Do not add other substances
Reaction time 0.5-10 hours

Method used

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  • Method for preparing isopropyl benzene hydrogen peroxide by catalytically oxidizing isopropyl benzene
  • Method for preparing isopropyl benzene hydrogen peroxide by catalytically oxidizing isopropyl benzene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] 1 mg of metalloporphyrins with general formula (1) structure, R 1 = Cl, R 2 = R 3 =H, M=Mn, X=Cl, add into 150ml of cumene, and feed air with an absolute pressure of 0.1MPa at a flow rate of 600ml / min. The reaction was stirred at 110°C for 4 hours, the yield of cumene hydroperoxide was 24.9%, and the selectivity was 94.5%. However, in the non-catalyzed oxidation process without metal porphyrin under this condition, the yield of cumene hydroperoxide is only 2.4%, and the selectivity is 96.1%.

Embodiment 2

[0014] With 2mg of metalloporphyrins with general formula (1) structure, R 1 = Cl, R 2 = R 3 =H, M=Fe, X=Cl, add into 300ml of cumene, and feed air with an absolute pressure of 0.1MPa at a flow rate of 500ml / min. The reaction was stirred at 110° C. for 4 hours, the yield of cumene hydroperoxide was 20.6%, and the selectivity was 96.0%. In the non-catalyzed oxidation process without adding metal porphyrins under this condition, the yield of cumene hydroperoxide is only 2.2%, and the selectivity is 96.5%.

Embodiment 3

[0016] The metalloporphyrin that 5mg has general formula (1) structure is dissolved in the 150ml cumene, R 1 = Cl, R 2 = R 3 =H, M=Mn, feed the air with absolute pressure of 0.1MPa with 600ml / min gas velocity, reactant 3 hours under 120 ℃, cumene hydroperoxide productive rate is 38.85%, and selectivity is 90.5%. However, in the non-catalyzed oxidation process without adding metal porphyrins under this condition, the yield of cumene hydroperoxide is only 2.9%, and the selectivity is 95.2%.

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Abstract

The invention discloses a method for catalyzing and selectively oxidizing cumene into cumene hydroperoxide, which comprises in a mixture of oxidant air, oxygen-enriched air, or of oxygen gas and inertia gas, at an absolute reaction pressure of 0.1 to 1.0 MPa and a reaction temperature of 70 to130 DEG C, using the single metalloporphyrin of a formula (1), mu-oxgen double metalloporphyrin or relative carrier as catalyst at the density of 1 to 80 ppm without additional materials. The metalloporphyrin of low density can effectively and high selectively catalyze air to oxidize cumene into cumene hydroperoxide. The catalyst of the invention has low consumption, low synthesis cost, low catalysis reaction temperature, quick initiation, less byproduct, high selectivity and simple process, while cumene hydroperoxide yield is higher than industrial non-catalysis reaction yield and the reaction time is shorter than industrial non-catalysis reaction.

Description

Technical field: [0001] The invention relates to a method for directly catalytically oxidizing cumene into cumene hydroperoxide by air or oxygen-enriched air or a mixed gas composed of oxygen and inert gas under metalloporphyrin catalysis. Background technique: [0002] The preparation of cumene hydroperoxide (abbreviated as CHP) by oxidation of cumene is a key intermediate step in the production of phenol and co-production of acetone by the cumene method in industry. The process of producing phenol and co-producing acetone by the cumene method consists of three-step reactions, that is, alkylation of benzene and propylene to synthesize cumene, cumene is oxidized by air to cumene hydroperoxide, and cumene hydroperoxide It can be decomposed into phenol and acetone by acid catalysis. At present, more than 90% of phenol in the world is produced by the cumene method. In addition to being used in the synthesis of phenol, cumene hydroperoxide is also widely used in other fields o...

Claims

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Application Information

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IPC IPC(8): C07C407/00C07C409/10B01J31/22B01J31/26
Inventor 阳卫军郭灿城陶能烨曹军
Owner HUNAN UNIV
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