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Method of preparing adipinic acid using bionic catalytic oxggen to oxidize cyclohexane

A technology of oxygen oxidation and biomimetic catalysis, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylate, etc., can solve the problem of high energy consumption, and achieve the effect of simple reaction operation, easy operation and good catalytic performance

Inactive Publication Date: 2004-12-22
BEIJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this method reduces the air pollution problem caused by the oxidation of nitric acid, simplifies the operating conditions, and improves the conversion rate of cyclohexane, it still needs to use organic carboxylic acids that are severely corrosive to equipment as solvents, and the energy consumption is relatively high.

Method used

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  • Method of preparing adipinic acid using bionic catalytic oxggen to oxidize cyclohexane
  • Method of preparing adipinic acid using bionic catalytic oxggen to oxidize cyclohexane
  • Method of preparing adipinic acid using bionic catalytic oxggen to oxidize cyclohexane

Examples

Experimental program
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Effect test

Embodiment 1

[0020] Take by weighing 1mg four-(o-chlorophenyl) iron porphyrin (i.e. R in the general formula (II) 1 = Cl, R 2 = H, M 2 =Fe), take 15mL (11.7g) of cyclohexane, put it into a 200mL autoclave, feed oxygen, the pressure is 2.5MPa, the temperature of the oil bath is controlled at 140°C, and react for 8h. The reaction mixture was filtered under reduced pressure to achieve solid-liquid separation, and the liquid phase was placed in a refrigerator to cool for a certain period of time, and a solid substance was precipitated in the solution, which was filtered and combined with the aforementioned solid, recrystallized, dried and weighed. The yield of adipic acid obtained by high-pressure liquid chromatography analysis and detection is 18.2%, and the purity of the purified product is 99.0%.

Embodiment 2

[0022] Take by weighing 2mg four-(o-chlorophenyl) cobalt porphyrin (being R in general formula (II) 1 = Cl, R 2 = H, M 2 =Co), measure 15mL of cyclohexane, put it into a 200mL autoclave, feed oxygen, the pressure is 0.5MPa, the temperature of the oil bath is controlled at 150°C, and react for 12h. The processing steps are the same as in Example 1. The obtained product was analyzed and detected by high-pressure liquid chromatography, and the yield of adipic acid was 6.9%, and the purity of the purified product was 99.4%.

Embodiment 3

[0024] Weigh 1mg of four-(o-chlorophenyl) manganese porphyrin (i.e. R in the general formula (II) 1 = Cl, R 2 = H, M 2 =Mn), take 15mL of cyclohexane, put it into a 200mL autoclave, feed oxygen, the pressure is 1.0MPa, the temperature of the oil bath is controlled at 145°C, and react for 10h. The processing steps are the same as in Example 1. The obtained product was analyzed and detected by high-pressure liquid chromatography, and the yield of adipic acid was 8.6%, and the purity of the purified product was 99.2%.

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Abstract

A bionic process for preparing hexanedioic acid by catalytic oxidation of cyclohexane features that under existance of catalyst which may be metallic phthalocyanine, single-nucleus metallic porphyrin, or mu-oxy-dual-nucleus metallic porphyrin, the hexane and O2 take part in oxidizing reaction at 110-160 deg.C for 4-32 hr.

Description

technical field [0001] The invention relates to a method for preparing dicarboxylic acid, in particular to a method for preparing adipic acid by biomimetic catalyzing oxygen oxidation of cyclohexane. Background technique [0002] One of the current methods for preparing adipic acid is the cyclohexane air-nitric acid oxidation method, that is, under high temperature and high pressure, cyclohexane is oxidized by air to form a mixture of cyclohexanol and cyclohexanone (KA oil), and then oxidized by nitric acid to form adipic acid. The disadvantage of this method is that the equipment is seriously corroded, the energy consumption is high, the operation is cumbersome, and the second step of nitric acid oxidation produces a large amount of NO x , seriously pollute the environment. In order to overcome the shortcomings of the two-step method, some people use Co, Mn, Cu acetate or transition metal-substituted aluminum phosphate molecular sieves (such as cobalt aluminophosphate CoA...

Claims

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Application Information

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IPC IPC(8): C07C51/215C07C55/14
Inventor 佘远斌钟儒刚陈一霞袁营周贤太
Owner BEIJING UNIV OF TECH
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