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Preparation of self-immobilization type catalyst and catalytic olefin epoxidation method

A catalyst and self-fixing technology, applied in chemical instruments and methods, physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, etc., can solve the problems of poor recycling effects, large amounts of carriers, and catalyst removal And other issues

Active Publication Date: 2012-03-21
FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this kind of method requires a large amount of carrier, the loading amount is small, the catalyst is easy to be removed from the carrier, and the recycling effect is not good.

Method used

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  • Preparation of self-immobilization type catalyst and catalytic olefin epoxidation method
  • Preparation of self-immobilization type catalyst and catalytic olefin epoxidation method
  • Preparation of self-immobilization type catalyst and catalytic olefin epoxidation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0016] Example 1: Chiral coordination polymer self-supporting olefin epoxidation catalyst 1

[0017] At room temperature, 0.1 mmol of the complex ( R,R )salen (Ni), 0.1mmol 4,4'-biphenyldicarboxylic acid and 0.1mmol nickel nitrate hexahydrate were added to 100ml N,N'-dimethylformamide solution, and the temperature was gradually raised to 60°C. After 12 hours of reaction, Cool down to room temperature, filter, wash with N,N'-dimethylformamide, wash with ethanol, and dry in vacuum to obtain chiral coordination polymer self-supporting olefin epoxidation catalyst 1.

Embodiment 2

[0018] Example 2: Chiral coordination polymer self-supporting olefin epoxidation catalyst 2

[0019] At room temperature, 2000 mmol of the complex ( S,S )salen (Ni), 2000mmol 4,4'-biphenyldicarboxylic acid and 2000mmol nickel chloride hexahydrate, added to 2000ml N,N'-dimethylformamide solution, gradually heated to 80 ° C, after 48 hours of reaction, the to room temperature, filtered, washed with N,N'-dimethylformamide, washed with ethanol, and dried in vacuum to obtain a chiral coordination polymer self-supporting olefin epoxidation catalyst 2.

[0020]

Embodiment 3

[0021] Example 3: Self-supporting catalyst 1 catalyzes the epoxidation of styrene

[0022] At 0°C, add 0.01mmol self-supporting catalyst 1, 0.15mmol sodium hypochlorite (the ratio of the two is 1:15), 0.4mmol styrene (the ratio of the three is 1:15:40) to the reaction system, 10ml of dichloromethane, stirred and reacted for 0.5h, filtered, olefin epoxide was extracted with dichloromethane, dried over anhydrous sodium sulfate, separated by column chromatography to obtain 1,2-oxyethylbenzene, conversion rate 56%, selectivity 75%; Catalyst 1 was washed with dichloromethane, washed with ether, dried in vacuum, and recycled.

[0023]

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PUM

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Abstract

The invention relates to a chiral coordination compound self-immobilization type catalyst based on salen (Ni) as well as a preparation method thereof and an application to catalytic olefin epoxidation. The self-immobilization type catalyst consists of pyridine functionalized Schiff base complex salen (Ni), 4,4-biphenyl dimethyl acid ions and nickel ions and is prepared by a solvothermal method. The catalyst has the advantages that the preparation is simple, the olefin epoxidation such as styrene, beta-vinyltoluene, cyclohexene and the like can be catalyzed at higher activity and higher selectivity, the separation of the catalyst and products is simple, and the catalyst can be cyclically used for many times.

Description

[0001] technical field [0002] The invention belongs to the technical field of olefin epoxidation catalysts, in particular to a preparation method based on a chiral salen (Ni) self-supporting catalyst and an application of catalytic olefin epoxidation. Background technique [0003] Epoxy compounds are important organic synthesis intermediates, widely used in petrochemical, fine chemical and organic synthesis fields. At present, the most important method for preparing epoxides is the catalytic epoxidation of olefins, and the commonly used catalysts are complexes of transition metal porphyrins, phthalocyanines, and Salen. However, homogeneous catalysts are difficult to separate, easy to decompose, and cannot be recycled, which limits their wide application. For this reason, people try to overcome the above-mentioned shortcomings by heterogeneous homogeneous catalysts. At present, such catalysts are generally supported on organic polymers or inorganic supports. But this kin...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07D301/03C07D303/04
CPCY02P20/584
Inventor 曹荣黄远标
Owner FUJIAN INST OF RES ON THE STRUCTURE OF MATTER CHINESE ACAD OF SCI
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