Cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst, and preparation method and application thereof

A technology for preparing cyclohexanone by catalytic oxidation of cyclohexene, which is used in the preparation of carbonyl compounds by oxidation, catalysts for physical/chemical processes, molecular sieve catalysts, etc. The effect of separation, high catalytic activity, excellent activity

Active Publication Date: 2020-04-10
SHANGHAI INST OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The purpose of the present invention is to provide a catalyst for the catalytic oxidation of cyclohexene to cyclohexanone and its preparation method and application in order to overcome the shortcomings of the above-mentioned prior art that the catalyst is not easy to separate, difficult to recycle, and have low catalytic efficiency.

Method used

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  • Cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst, and preparation method and application thereof
  • Cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst, and preparation method and application thereof
  • Cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst, and preparation method and application thereof

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preparation example Construction

[0034] A method for preparing a catalyst for the catalytic oxidation of cyclohexene to cyclohexanone and a process for applying it to the reaction of catalytic oxidation of cyclohexene to cyclohexanone. The experimental steps are as follows:

[0035] (1) Firstly, the synthesized mesoporous molecular sieve SBA-15 (synthesized according to the method reported in the literature) and aminopropyltriethoxysilane silicon coupling agent (the mass ratio of the two is 1:1~2) in the organic solvent toluene or bismuth Reflux reaction in toluene to prepare aminated SBA-15 material.

[0036] (2) Reflux the aminated SBA-15 material and 4,5-diazafluoren-9-one (DAFO) ligand (the mass ratio of the two is 1:1~2) in toluene or xylene for 12~ After 24 hours, the product was washed several times with absolute ethanol to obtain the modified SBA-15 carrier.

[0037] (3) After refluxing the modified SBA-15 carrier and PdCl2 (the mass ratio of the two is 30-100:1) in acetone for 36 hours, cooling and ...

Embodiment 1

[0046] Preparation and modification of SBA-15 mesoporous material:

[0047] (1) Preparation of SBA-15 molecular sieve material: 4g P123 (polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer) and 120g 2mol / L dilute in a 500ml three-necked flask Add hydrochloric acid and 30g of deionized water, and stir in a water bath at 38°C for 2 hours. After mixing evenly, add 8.4g of tetraethyl orthosilicate, continue stirring for 20h, and then move the solution to a Teflon-lined In an autoclave, put it in an oven at 100°C for 24 hours, cool it to room temperature, filter it, and wash it with deionized water and absolute ethanol several times, and dry the product in an oven for 6 hours to obtain a SBA-15 mesoporous material;

[0048] (2) Amination of SBA-15 mesoporous molecular sieves: under nitrogen protection, in a 250ml three-necked flask equipped with a condenser tube, add 2g of the prepared SBA-15 and 150ml of anhydrous xylene respectively, and stir at room temp...

Embodiment 2

[0050] Synthesis of 4,5-diazafluoren-9-one (DAFO) ligand

[0051] (1) Mix 3g of o-phenanthroline, 50ml of 1,4-dioxane solution, 2g of potassium hydroxide and 100ml of distilled water into a 500ml four-necked round bottom flask, and stir at a temperature of 100°C Reflux for 30 minutes to mix the solution evenly;

[0052] (2) 8g of KMnO 4 After mixing and dissolving with 60ml of water, add it dropwise into a four-neck flask through a constant pressure dropping funnel, complete the dropwise addition within half an hour, and then continue to reflux at 100°C for 1 hour;

[0053] (3) After the reflux was completed, it was filtered while it was hot to obtain a red solution, which was left standing in the refrigerator for 24 hours and filtered to obtain yellow needle-shaped crystals, and then recrystallized with ethanol to obtain the DAFO ligand.

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Abstract

The invention relates to a preparation method of a cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst, which comprises the following steps: (1) a mesoporous material SBA-15 isprepared, wherein the mesoporous material SBA-15 can be synthesized according to a literature report method and can also be directly purchased; (2) surface modification is carried out on the SBA-15 by adopting a surface modifier to obtain aminated SBA-15; (3) surface modification is carried out on the aminated SBA-15 by adopting a ligand compound so as to introduce a pyridine ring, thereby obtaining modified SBA-15 of which the surface contains a stable chelate structure capable of being coordinated with metal; and (4) Pd is loaded on the modified SBA-15 obtained in the step (3) through coordination reaction to obtain the cyclohexene catalytic oxidation cyclohexanone preparation reaction catalyst. Compared with the prior art, the method has the advantages that the catalyst is easy to separate, recyclable, high in catalytic efficiency, capable of meeting the requirements of green chemistry and the like.

Description

technical field [0001] The invention relates to a heterogeneous catalyst, in particular to a catalyst for the catalytic oxidation of cyclohexene to prepare cyclohexanone, a preparation method and an application. Background technique [0002] Cyclohexanone is an important organic chemical raw material, the main intermediate for the preparation of adipic acid and caprolactam, and the main raw material for the preparation of various vinyl paints, and is widely used as a solvent for many polymers. Cyclohexanone Hexanone plays an extremely important role in the organic chemical industry and coating industry; due to its high solubility, low toxicity and relatively low price that other chemicals do not have, it has a relatively broad development prospect. [0003] At present, the main methods for preparing cyclohexanone mainly adopt the air oxidation method of cyclohexane and the hydrogenation method of phenol. The phenol hydrogenation method is relatively expensive because its r...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J29/03C07C45/27C07C49/403
CPCB01J29/0325B01J2229/18C07C45/27C07C49/403Y02P20/584
Inventor 李俊陶韶薄吴丽戚蓥梦陈睿付晓静
Owner SHANGHAI INST OF TECH
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