Preparation method and application of a solid-supported catalyst for hydrocarbon oxidation

A technology of immobilized catalysts and hydrocarbons, which is applied in the direction of oxidation reaction preparation, organic compound preparation, physical/chemical process catalysts, etc. It can solve the problem that catalysts are difficult to separate and recycle, and achieve many steps in the immobilization process and simple preparation methods , the complex effect of the preparation process

Active Publication Date: 2016-03-23
XIANGTAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The purpose of the present invention is to provide a preparation method and application of a solid-supported catalyst for hydrocarbon oxidation in view of the problem that the molecular oxygen oxidation system catalyst of NHPI and its derivatives is difficult to separate and recycle

Method used

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  • Preparation method and application of a solid-supported catalyst for hydrocarbon oxidation
  • Preparation method and application of a solid-supported catalyst for hydrocarbon oxidation
  • Preparation method and application of a solid-supported catalyst for hydrocarbon oxidation

Examples

Experimental program
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Effect test

Embodiment 1

[0031] The immobilized N,N'-dihydroxypyrylenetetracarboximide catalyst was prepared according to the following procedure.

[0032]

[0033] 1.34g (19.2mmol) of hydroxylamine hydrochloride and 2.6mL (19mmol) of triethylamine were dissolved in 60mL of ethanol, stirred for 10min, and 2.18g (9.8mmol) of 1,2,4,5-benzenetetracarboxylic anhydride [formula (5 )], stirred and refluxed under nitrogen atmosphere for 8h, cooled to room temperature, added 100ml deionized water, stirred evenly and precipitated a yellow solid. The solid filtered out with suction was washed several times with deionized water, and dried under vacuum to obtain N,N'-dihydroxypyrolitetetridine (NDHPI) [formula (6)].

[0034] After activation treatment, 4.00g of commercially available SBA-15 (Nanjing Jicang Nano Technology Co., Ltd.) was suspended in 120ml of toluene, and 0.012mol (2.83g) of γ-(2,3 glycidyl oxide) was added while fully stirring. Base) propyltrimethoxysilane, 110 ° C nitrogen protection reflux ...

Embodiment 2

[0037] In a 100ml passivated autoclave, add 1.37g of immobilized N,N'-dihydroxypyrylenetetracarboximine prepared in Example 1, 0.0036g of N,N-disalicylaldehyde ethylenediamine cobalt complex (Cosalen) , 4.00g of acetonitrile, 5.00g of toluene, 1.60MPa oxygen gas was introduced to react at one time, the reaction temperature was 90°C, after 7h, the reaction kettle was taken out and cooled rapidly, and the reaction solution was taken out after pressure relief, analyzed by gas chromatography, and cyclohexanone was used as The internal standard was used for quantification, and the conversion rate of toluene was measured to be 12.74%, and the selectivities of benzaldehyde, benzyl alcohol and benzoic acid were 40.31%, 9.25% and 50.43%, respectively.

Embodiment 3

[0039] In a 100ml passivated autoclave, add 1.37g of immobilized N,N'-dihydroxypyrylenetetracarboximine prepared in Example 1, 0.0036g of N,N-disalicylaldehyde ethylenediamine cobalt complex (Cosalen) , 4.00g of acetonitrile, 5.00g of toluene, 1.60MPa oxygen was introduced into the reaction at one time, the reaction temperature was 110°C, after 4h, the reaction kettle was taken out and cooled rapidly, and the reaction solution was taken out after pressure relief, analyzed by gas chromatography, and cyclohexanone was used as The internal standard was used for quantification, and the conversion rate of toluene was measured to be 52.25%, and the selectivities of benzaldehyde, benzyl alcohol and benzoic acid were 17.81%, 5.16% and 77.02%, respectively.

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Abstract

The invention discloses a preparation method and application of an immobilizedcatalyst which is applied to a hydrocarbon-oxidizing system, is easily separated from a reaction liquid and can be recycled. The preparation method for the immobilized catalyst is realized in such a way that two or more N-hydroxyphthalimide (NHPI ) derivatives are immobilized on a silicon-based mesoporous material through a silane coupling agent containing an epoxygroup by adopting a covalent chemical grafting method. The immobilized catalyst can be used for catalyzing hydrocarbon molecule oxygen to generate an oxidizing reaction under a mild condition and has higher activity and selectivity.

Description

technical field [0001] The invention relates to a preparation method and an application method of a silicon-based mesoporous material immobilized with two or more N-hydroxyphthalimide (NHPI) derivative catalysts which can be used for the oxidation of hydrocarbons. Background technique [0002] Oxidation of hydrocarbons is a very important industrial process, which has received widespread attention in the field of petrochemicals. Directly using molecular oxygen or air as an oxygen source has the advantages of being environmentally friendly and cheap resources. However, due to the chemical inertness of the C-H bond of hydrocarbons, the oxidation reaction is usually carried out under harsh conditions. How to achieve mild conditions through catalytic oxidation technology Molecular oxygen oxidation of lower hydrocarbons has become a common concern of academia and production enterprises, and the development of catalysts has become the key. N-Hydroxyphthalimide (NHPI) is called a ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07C33/20C07C29/50C07C47/228C07C45/36C07C63/06C07C51/265
Inventor 袁霞周蒙吴剑罗和安
Owner XIANGTAN UNIV
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