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Method for preparing corresponding hydroxy acid by catalytically oxidizing cyclic ketone

A technology of catalytic oxidation and hydroxy acid, applied in the direction of oxidative preparation of carboxylic acid, chemical instruments and methods, molecular sieve catalysts, etc., can solve the problems of serious equipment corrosion, a large amount of waste, and non-compliance with the principles of green and sustainable development chemistry, and achieve Good activity stability, overcoming complex production process, high conversion rate of cyclic ketone and corresponding hydroxy acid yield

Active Publication Date: 2012-05-16
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the above-mentioned methods use strong acid and strong alkali as reactants, the equipment is severely corroded, a large amount of waste is generated, and the environment is affected, so it does not conform to the principles of green and sustainable development chemistry

Method used

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  • Method for preparing corresponding hydroxy acid by catalytically oxidizing cyclic ketone
  • Method for preparing corresponding hydroxy acid by catalytically oxidizing cyclic ketone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Take by weighing 3.45 grams of hollow titanium-silicon molecular sieves (produced by Hunan Jianchang Petrochemical Company, brand HTS, analyzed by X-ray diffraction to be the titanium-silicon molecular sieve of MFI structure, the adsorption isotherm and the desorption isotherm of the low-temperature nitrogen adsorption of this molecular sieve are between There is a hysteresis ring, the grains are hollow grains and the radial length of the cavity part is 15-180 nanometers; the molecular sieve sample is at 25°C, P / P 0=0.10, the benzene adsorption measured under the condition of adsorption time 1 hour is 78 mg / g, the same below) is installed in the 100ml three-necked flask, then adds magnetic stirrer, 16.82 gram cyclopentanone, 7.2 gram water and 23ml concentration is 30% hydrogen peroxide, and the molar ratio of cyclopentanone and hydrogen peroxide is 1:1 at this moment. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the upper part of t...

Embodiment 2

[0028] Weigh 4.88 grams of hollow titanium-silicon molecular sieves and put them in a 100ml three-necked flask, then add a magnetic stirrer, 16.83 grams of cyclopentanone, 6.4 grams of methanol and 46ml of 30% hydrogen peroxide. At this time, cyclopentanone and hydrogen peroxide The molar ratio is 1:2. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the upper part of the three-necked flask is condensed and refluxed with a condenser, and the magnetic stirrer and heating device are started to start the reaction. The reaction temperature was controlled at about 83° C., and after 8 hours of reaction, the conversion rate of cyclopentanone was 75.61%, and the selectivity to 5-hydroxyvaleric acid was 67.98%.

Embodiment 3

[0030] Take 2.65 grams of hollow titanium-silicon molecular sieves and put them in a 100ml three-necked flask, then add a magnetic stirrer, 16.83 grams of cyclopentanone, 14.8 grams of tert-butanol and 23ml of 30% hydrogen peroxide. The molar ratio of hydrogen oxide is 1:1. The three-necked flask is placed on a temperature-controlled magnetic stirrer, and the upper part of the three-necked flask is condensed and refluxed with a condenser, and the magnetic stirrer and heating device are started to start the reaction. The reaction temperature was controlled at about 79°C. After 2 hours of reaction, the conversion rate of cyclopentanone was 38.57%, and the selectivity of 5-hydroxyvaleric acid was 72.35%.

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Abstract

The invention discloses a method for preparing a corresponding hydroxy acid by catalytically oxidizing cyclic ketone. The method is characterized by comprising the following steps of: undergoing a reaction at the temperature of 76-99 DEG C under the pressure of 0.1-3.0 MPa in the presence of a catalyst in the molar ratio of 1:(0-80):(0.2-20) of the cyclic ketone to a solvent to hydrogen peroxide; recovering to obtain the corresponding hydroxyl acid, wherein the catalyst is a titanium-silicon molecular sieve; and the mass ratio of the catalyst to the cyclic ketone is 1:(5-100). Compared with the prior art, the method has the advantage that: the defects of complex production process, corrosion of equipment, potential safety hazard, severe environmental pollution and the like existing in the conventional oxidizing method are overcome.

Description

technical field [0001] The invention relates to an environment-friendly method for preparing hydroxyacids, more specifically to a method for preparing corresponding hydroxyacids by catalytically oxidizing cyclic ketones with hydrogen peroxide as an oxidant. Background technique [0002] Hydroxy acids are important chemical raw materials. Taking 6-hydroxycaproic acid as an example, it has a wide range of applications in the fields of organic synthesis and polymer materials, for example, the preparation of 6-formylcaproic acid, ε-caprolactone, adipic acid, etc., and its derivatives 6-hydroxy Ethyl hexanoate, etc. are commonly used organic chemical intermediates. US Patent USP2008306153 introduces a CH 2 Cl 2 In a solvent, using PCC (Pyridinium Chlorochromate) as an oxidant at 37°C, 6-hydroxycaproic acid is oxidized to 6-formylcaproic acid. [0003] At present, in the world, cyclohexanone, caprolactone and adipic acid are mainly used as raw materials to prepare 6-hydroxycap...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/31C07C59/01B01J29/89
CPCY02P20/582
Inventor 林民夏长久朱斌史春风龙立华舒兴田邹飞艳汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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