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Catalyst for catalyzing alkene epoxidation

A catalyst and epoxidation technology, applied in physical/chemical process catalysts, organic compounds/hydrides/coordination complex catalysts, catalytic reactions, etc., can solve the problems of high cost and difficulty in recycling catalysts, and achieve easy reuse , superior economy, and mild reaction conditions

Inactive Publication Date: 2016-06-22
HUIZHOU RES INST OF SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN1915983A reports metalloporphyrin homogeneously catalyzed epoxidation of olefins, but there are disadvantages such as difficult recovery of the catalyst and high cost

Method used

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  • Catalyst for catalyzing alkene epoxidation
  • Catalyst for catalyzing alkene epoxidation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] 1g of hydroxylated carbon nanotubes was added to anhydrous DMF, and the reaction solution was ultrasonicated for 6h. After the reactants were uniformly dispersed, the metalloporphyrin (M=Fe, R 2 = NO 2 , R 1 =R 3 =R 4 =R 5 =H, X=Cl) 0.1 g was added to the reaction solution, heated by an oil bath to reflux, after 8 hours, the reaction solution was cooled to room temperature, filtered through a polytetrafluoroethylene microporous membrane, and washed three times with tetrahydrofuran until no After repeating the operation many times, the prepared metalloporphyrin-carbon nanotube catalyst T(m-NO 2 )PPClCNTs-OH.

[0023] In the reactor, add 10mL of acetonitrile, add 2mmol cyclohexene and catalyst (0.5wt% of the substrate), charge 1.0MPa of oxygen, react at 30°C for 4 hours, the epoxide selectivity is 99%, and the raw material conversion The rate is 98%.

Embodiment 2～5

[0025] The composition of catalyst is different, and olefin epoxidation process condition is the same as embodiment 1, and the results are shown in table 1:

[0026] Table 1

[0027] Example

Embodiment 6

[0029] 1g of carbonylated carbon nanotubes was added to anhydrous DMF, and the reaction solution was ultrasonicated for 4h. After the reactants were uniformly dispersed, the metalloporphyrin (in the general formula M=Ru, R 1 =Cl,R 2 = R 3 = R 4 = R 5 =H, X=Im) 0.05g was added to the reaction solution, heated in an oil bath, and after 5h, the reaction solution was cooled to room temperature, and suction filtered with a polytetrafluoroethylene microporous membrane to obtain the prepared metalloporphyrin-carbon nanotube Catalyst T(o-Cl)RuPPImCNTs-CO.

[0030] In the reactor, add 10mL acetonitrile, add 2mmol styrene and catalyst (0.2wt% of the substrate), charge the oxygen of 0.5MPa, after reacting at 50 ℃ for 3 hours, the selectivity of epoxide is 96%, the conversion rate of raw material 97%.

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Abstract

The invention discloses a catalyst for catalyzing alkene epoxidation. The catalyst is a metalloporphyrin-CNT (carbon nano tube) catalyst prepared under the pi-pi stacking effect of pi electrons on tube walls of CNTs and pi electrons on metalloporphyrin rings. The catalyst has the excellent catalytic activity and product selectivity in catalyzing alkene epoxidation and is easy to recover, and the technological operation is simple.

Description

technical field [0001] The invention relates to a catalyst for catalyzing the epoxidation of olefins, in particular to a catalyst prepared by the π-π stacking effect method of metalloporphyrin and carbon nanotubes. Background technique [0002] The epoxidation product of olefins is an important chemical raw material, which has a wide range of applications in the fields of medicine, material preparation, and fine chemical organic synthesis. For example: propylene oxide after propylene epoxidation can realize ring-opening polymerization to form polypropylene oxide, which has been widely used in surfactant industry and polyurethane industry; cyclohexene oxide after cyclohexene epoxidation can be In the presence of catalyst and CO 2 B-V reaction occurs to generate lactone, which plays an important role in the synthesis of fine chemicals, fragrances, and pharmaceutical intermediates. [0003] In the traditional synthesis process, the epoxidation reaction of olefins is mainly ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07D301/08C07D303/04C07D303/06
CPCB01J31/183B01J2231/70B01J2531/025B01J2531/16B01J2531/26B01J2531/62B01J2531/72B01J2531/821B01J2531/822B01J2531/842B01J2531/845C07D301/08C07D303/04C07D303/06
Inventor 纪红兵周贤太何千
Owner HUIZHOU RES INST OF SUN YAT SEN UNIV
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