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High efficiency recyclable olefin epoxidation catalyst as well as preparation method and application thereof

A catalyst and epoxidation technology, applied in the direction of physical/chemical process catalysts, catalytic reactions, chemical instruments and methods, etc., can solve problems that have not been disclosed, and achieve easy-to-obtain raw materials, good catalytic effect and stability, and low cost Effect

Active Publication Date: 2019-02-12
JILIN INST OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Polyoxometalates have been reported as a class of inexpensive and environmentally friendly catalysts for the selective oxidation of olefins. At present, imine covalent organic framework materials are used as carriers to prepare polyoxometalates for olefin epoxidation under oxygen conditions. The work of the catalyst for the reaction has not yet been published

Method used

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  • High efficiency recyclable olefin epoxidation catalyst as well as preparation method and application thereof
  • High efficiency recyclable olefin epoxidation catalyst as well as preparation method and application thereof
  • High efficiency recyclable olefin epoxidation catalyst as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] PCoMo 11 The preparation of @CIN-1 catalyst comprises the following steps:

[0030] (1) Preparation of carrier CIN-1: Add 1.69 g of 1,4-diformylpiperazine, 1.00 g of melamine and 12 mL of dimethyl sulfoxide into the reactor, crystallize at 170 °C for 72 h, cool to room temperature and open the reactor . The solid CIN-1 was obtained by suction filtration with a Buchner funnel. The crude product was washed with an excessive amount of absolute ethanol, anhydrous acetone, anhydrous tetrahydrofuran and dichloromethane, then suction filtered, and vacuum-dried at 80 °C for 12 h to obtain a white powder CIN-1. 1;

[0031] (2) Weigh PMA and dissolve it in deionized water, add saturated sodium bicarbonate solution dropwise at a constant temperature of 50 °C, adjust the pH value to 4.5, and then add an equimolar mass of CoSO 4 ·7H 2 O, the solution gradually turned dark brown and continued to stir for 1 h. The solution was evaporated to semi-thickness and stood overnight with...

Embodiment 2

[0034] PCoM 11 @CIN-1 catalyzes cyclooctene epoxidation reaction, add 20mg PCoM to a two-neck flask equipped with reflux condenser and magnetic stirring 11@CIN-1 catalyst, 10 mL acetonitrile, 0.28 mL cyclooctene and 0.72 mL isobutyraldehyde, feed molecular oxygen at a flow rate of 10 mL / min, react at 60 °C for 3 h, take a certain amount of reaction mixture from the reaction flask , membrane filtration. Using chromatographic detection. The conversion rate in 3 h was 98%, and the selectivity was over 99%.

Embodiment 3

[0036] PCoM 11 @CIN-1 catalyzes styrene epoxidation reaction, add 20mg PCoM to a two-neck flask equipped with reflux condenser and magnetic stirring 11 Catalyst @CIN-1, 10 mL acetonitrile, 0.22 mL styrene and 0.72 mL isobutyraldehyde, feed molecular oxygen at a flow rate of 10 mL / min, react at 60 °C for 1 h, take a certain amount of reaction mixture from the reaction flask , membrane filtration. Using chromatographic detection. The conversion rate was as high as 99% and the selectivity was 85% in 1 h.

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Abstract

The invention discloses a preparation method of a novel high efficiency recyclable olefin epoxidation reaction catalyst which uses nitrogen-rich covalent organic framework material CIN-1 as a carrierand is immobilized with polyoxometallate. The catalyst prepared by the method can be used for an epoxidation reaction of multiple types of olefin when taking oxygen as an oxygen source, has very highconversion rate and selectivity, and can be recycled and reused. The preparation method provided by the invention has the advantagescharacteristics of being simple in preparation method, short in reaction time, high in catalytic efficiency, high in selectivity, environmentally-friendly, energy-saving, low in cost and the like, thus having a broad application prospect in the field of catalysis.

Description

technical field [0001] The invention belongs to the field of catalytic materials and technologies, and in particular relates to a preparation method and application of a novel olefin epoxidation reaction catalyst prepared by using a nitrogen-rich covalent organic framework material to immobilize polyoxometalates. Background technique [0002] Epoxy compounds are a class of important organic synthesis intermediates and chemical raw materials with a wide range of uses, and are widely used in fine chemicals, surfactants, fragrance industry, pharmaceutical industry and other fields. The epoxidation reaction of olefins is an important way to synthesize epoxides. The oxidants mainly include inorganic oxidants and organic peroxides. Among them, oxygen has attracted widespread attention because of its economic and environmental characteristics. With the increasing demand for epoxy compounds, catalytic researchers are devoting themselves to research on efficient olefin epoxidation ca...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/18B01J31/34C07D301/06C07D303/04
CPCB01J27/19B01J31/063B01J31/34B01J2231/72C07D301/06C07D303/04Y02P20/584
Inventor 高文秀于丹丹邢树宇娄大伟张浩连丽丽王希越
Owner JILIN INST OF CHEM TECH
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