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Method for oxidizing cyclic ketone by utilizing zinc-supported Beta molecular sieve

A β-molecular sieve and cyclic ketone oxidation technology are applied in molecular sieve catalysts, chemical instruments and methods, and oxidative preparation of carboxylic acids, etc., which can solve the problems of non-compliance with the basic principles of green chemistry, unstable properties of heteropolyacid catalysts, and difficult purification. Achieve catalytic oxidation activity and catalytic activity stability, high catalytic oxidation activity and activity stability, and overcome the complex production process

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

But peroxyacid oxidizing agent also has bigger shortcoming: (1) can produce a large amount of organic carboxylic acid (salt) wastes after finishing the reaction, has bigger impact on environment, and it is difficult to recycle or handle; (2) separation of reaction products , purification is more difficult, selectivity is low, atom economy is relatively poor, does not meet the basic principles of green chemistry; (3) organic peroxyacids need to use high-concentration hydrogen peroxide in the production process, the property is unstable, the production cost is higher, and It is more dangerous during transportation, storage and operation, thus limiting its application in industrial production
However, heteropolyacid catalysts have shortcomings such as unstable properties, small specific surface area, easy deactivation, difficult recovery and short service life, so they have not been widely promoted at present.

Method used

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  • Method for oxidizing cyclic ketone by utilizing zinc-supported Beta molecular sieve
  • Method for oxidizing cyclic ketone by utilizing zinc-supported Beta molecular sieve
  • Method for oxidizing cyclic ketone by utilizing zinc-supported Beta molecular sieve

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Take by weighing 2.3 grams of zinc-loaded acid-eluting aluminum nano-beta-molecular sieve catalyst (zinc oxide content 2.5wt%, aluminum oxide content 2.3wt%) and put it in a 100ml three-necked flask, then add a magnetic stirrer, 19.63 grams of ring Pentanone, 36 grams of dioxane and 23ml of 30% hydrogen peroxide, the molar ratio of cyclopentanone to hydrogen peroxide 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 64°C. After 3 hours of reaction, the conversion rate of cyclopentanone was 20.65%, the selectivity of generating δ-valerolactone was 96.45%, the selectivity of 5-hydroxyvaleric acid was 1.08%, and the selectivity of pentadiene Acid selectivity was 0.17%.

Embodiment 2

[0045] Take by weighing 2.44 grams of zinc-loaded acid-eluting aluminum nano-beta-molecular sieve catalyst (zinc oxide content 3.1wtwt%, aluminum oxide content is 1.8wt%) and be loaded in a 100ml three-necked flask, then add a magnetic stirrer, 19.63 grams of ring Pentanone, 6.4 grams of methanol and 23ml of 30% hydrogen peroxide, the molar ratio of cyclopentanone to hydrogen peroxide 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 70°C. After 5 hours of reaction, the conversion rate of cyclopentanone was 37.82%, the selectivity of generating δ-valerolactone was 28.65%, the selectivity of 5-hydroxyvaleric acid was 21.78%, and the selectivity of pentadiene Acid selectivity was 28.37%.

Embodiment 3

[0047] Take by weighing 2.65 grams of zinc-loaded acid-eluting aluminum nano-beta-molecular sieve catalyst (zinc oxide content 2.6wt%, aluminum oxide content is 2.2wt%) and be loaded in a 100ml three-necked flask, then add a magnetic stirrer, 19.63 grams of ring Pentanone, 18 grams of acetone and 46 ml of 30% hydrogen peroxide, the molar ratio of cyclopentanone to hydrogen peroxide 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 70°C. After 6 hours of reaction, the conversion rate of cyclopentanone was 68.57%, the selectivity of generating δ-valerolactone was 93.98%, the selectivity of 5-hydroxyvaleric acid was 3.28%, and the selectivity of pentadiene Acid selectivity was 1.57%.

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Abstract

The invention provides a method for oxidizing cyclic ketone by utilizing a zinc-supported Beta molecular sieve. The method is characterized in that reaction is carried out in the presence of a catalyst under the conditions that molar ratio of cyclic ketone to solvent to hydrogen peroxide is 1: (0-50): (0.2-20), temperature is 5-200 DEG C and reaction pressure is 0.1-3.0MPa, wherein the mass ratio of the catalyst to the cyclic ketone is 1: (5-300) and the catalyst is a zinc-supported pickled aluminum nano Beta-molecular sieve ZnO2 / HBeta.

Description

technical field [0001] The invention relates to a method for catalytically oxidizing cyclic ketones, in particular to a method for oxidizing cyclic ketones with hydrogen peroxide in the presence of a catalyst. Background technique [0002] ε-caprolactone has the advantages of low viscosity, easy processing, and low VOC content. It is used as oligomer and denaturant in the process, which can improve the toughness, low temperature characteristics and reactivity and other functionalities; in terms of coatings, it is used as an improvement in solvents and latex coatings for automotive primers, surface coatings and various building materials. It can improve the toughness of the coating film, improve the low-temperature characteristics, reactivity, and increase the crosslinking density; in terms of adhesives, it can be used to improve the bonding properties of hot-melt adhesives and solvent-based adhesives; in resin modification On the one hand, it can be used to improve softness...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C27/00C07D309/30C07D313/04C07C51/31C07C59/01C07C51/285C07C55/14C07C55/12B01J29/70
CPCY02P20/582
Inventor 夏长久林民朱斌龙立华舒兴田邹飞艳汝迎春
Owner CHINA PETROLEUM & CHEM CORP
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