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Method for preparing benzophenone through biomimetic catalytic oxidation

A technology of benzophenone and biomimetic catalysis, which is applied in the direction of oxidative preparation of carbonyl compounds, chemical instruments and methods, catalytic reactions, etc., can solve the problems of low efficiency, high cost, harsh conditions, etc., and achieve high efficiency, low energy consumption, The effect of mild conditions

Active Publication Date: 2015-03-11
HUIZHOU RES INST OF SUN YAT SEN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

U.S. Patent US 0286968 discloses a method for the oxidation of diphenylmethane catalyzed by a copper complex. In this method, tert-butyl hydroperoxide is used as an oxidant, and the yield of benzophenone can reach more than 80% after the solvent is refluxed for 18 hours , this method still has problems such as harsh conditions, high cost, and low efficiency

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  • Method for preparing benzophenone through biomimetic catalytic oxidation
  • Method for preparing benzophenone through biomimetic catalytic oxidation

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Effect test

Embodiment 1

[0019] Containing 5ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Mn,X=H,R 1 =R 2 =R 3 =R 4 =R 5 =H,X 1 =Cl) in the hexanaphthene solution, add the tert-butyl hydroperoxide of 2mmol diphenylmethane and 2mmol, at temperature be 40 ℃ of stirring reaction 4 hours, through detection and analysis, the conversion rate of diphenylmethane is 82%, The selectivity of benzophenone is greater than 99%.

Embodiment 2

[0021] Contain 100ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Co,X=H,R 1 = NO 2 , R 2 =R 3 =R 4 =R 5 =H,X 1 In the trifluorotoluene solution of pyridine), add 2mmol of diphenylmethane and 4mmol of hydrogen peroxide, and stir and react at a temperature of 100° C. for 6 hours. After detection and analysis, the conversion rate of diphenylmethane is 83%, and diphenylmethane Ketone selectivity is greater than 99%.

Embodiment 3

[0023] Contain 60ppm metalloporphyrin (M) with general formula (I) structure in 10mL 1 =Cr,X=F,R 1 =R 2 =R 3 =R 4 =R 5 =H,X 1 In the sec-butyl acetate solution of imidazole), add 2 mmol of diphenylmethane and 1 mmol of m-chloroperoxybenzoic acid, and stir and react at a temperature of 80° C. for 8 hours. After detection and analysis, the conversion rate of diphenylmethane is 93%. , The selectivity of benzophenone is greater than 99%.

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Abstract

The invention discloses a method for preparing benzophenone through biomimetic catalytic oxidation, which takes diphenylmethane as a raw material, takes a metalloporphyrin compound as a catalyst, and takes tert-butyl hydroperoxide and metachloroperbenzoic acid or hydrogen peroxide as a oxidizing agent, and benzophenone can be obtained through catalytic reaction by controlling the reaction temperature at 40-100 DEG C. The method has the advantages of mild reaction condition, good catalysis effect, high products selectivity and simple process.

Description

technical field [0001] The invention relates to a method for preparing benzophenone, in particular to a method for preparing benzophenone by biomimetic catalyzing the oxidation of diphenylmethane. Background technique [0002] Benzophenone is an important intermediate in organic synthesis and an important additive in fine chemicals. It is widely used in organic coatings, chemically synthesized drugs, plastics, flavors and fragrances, ultraviolet absorbers for polymer materials, photosensitizers for film coatings, and pharmaceutical intermediates. Body, etc., and its derivatives are also important dye intermediates. [0003] At present, a variety of process routes can be used for the synthesis of benzophenone. Among them, the synthesis of benzophenone by formylation reaction between benzene and benzoyl chloride is a main method. Inorganic liquid Lewis acid and protonic acid catalyst are often used, and there is a corrosion problem. However, it has the disadvantages of strong...

Claims

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Application Information

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IPC IPC(8): C07C45/28C07C49/786
CPCB01J31/183B01J2231/70B01J2531/025B01J2531/56B01J2531/62B01J2531/64B01J2531/72B01J2531/822B01J2531/842B01J2531/845B01J2531/847C07C45/28C07C49/786
Inventor 纪红兵周贤太
Owner HUIZHOU RES INST OF SUN YAT SEN UNIV
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