Method for preparing aromatic aldehyde through visible light catalytic oxidation of lignin

A technology of catalytic oxidation and lignin, applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of organic compounds, etc., can solve unstudied problems such as the catalytic conversion process and mechanism of vanadium photocatalysts, and achieve wide application value and conditions Gentle, responsive and easy-to-operate effect

Active Publication Date: 2020-11-24
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In 2015, Han Sen Soo's research group reported the bond-breaking mechanism of the C–C bond in the β-O-4 model compound catalytic oxidative cracking using vanadyl complexes (ACS Catal.2017, 7, 4682-4691), with high selectivity, However, the catalytic conversion process and mechanism of vanadium photocatalysts to real lignin have not been studied.

Method used

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  • Method for preparing aromatic aldehyde through visible light catalytic oxidation of lignin
  • Method for preparing aromatic aldehyde through visible light catalytic oxidation of lignin
  • Method for preparing aromatic aldehyde through visible light catalytic oxidation of lignin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Add the birch lignin that 20mg dioxane extracts in the quartz photoreaction tube, 2mg acetylacetonate vanadyl catalyst, magneton, and add 1mL solvent acetonitrile (substrate concentration is 20g / L, catalyst and substrate feed mass ratio are 10%). Oxygen replaces the upper air in the reaction tube, and the oxygen pressure is 1 bar. After sealing, put it under the light of 455nm LED light, the stirring speed is 540r / min, the temperature is stable at 30-35 degrees, and react for 24 hours. After the reaction, the liquid product was detected by gas chromatography-mass spectrometry after taking the liquid filter membrane. The products were mainly vanillin and syringaldehyde. The mass yields are shown in Table 1.

Embodiment 2

[0027]Add 20mg of extracted birch lignin, 2mg of vanadyl acetylacetonate catalyst, magnetons, and add 1mL of acetone and methanol (volume ratio 9:1) mixed solvent (substrate concentration is 20g / L, catalyst and substrate mass ratio of 10%). Oxygen replaces the air above the reaction tube, the oxygen pressure is 1bar, after sealing, place it under the light of 455nm LED light, the stirring speed is 540r / min, the temperature is stable at 30-35 degrees, and the reaction is 24h. After the reaction, the liquid products were detected by gas chromatography-mass spectrometry. The products were mainly vanillin and syringaldehyde. The mass yields are shown in Table 1.

Embodiment 3

[0029] Add 20 mg of birch lignin extracted in a quartz light reaction tube, 2 mg of vanadyl acetylacetonate catalyst, magneton, and add 1 mL of solvent acetone (substrate concentration is 20 g / L, catalyst and substrate mass ratio is 10%). Oxygen replaces the air above the reaction tube, the oxygen pressure is 1bar, after sealing, place it under the light of 455nm LED light, the stirring speed is 540r / min, the temperature is stable at 30-35 degrees, and the reaction is 24h. After the reaction, the liquid products were detected by gas chromatography-mass spectrometry. The products were mainly vanillin and syringaldehyde. The mass yields are shown in Table 1.

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Abstract

The invention relates to a method for preparing aromatic aldehyde through visible light catalytic oxidation of lignin. According to the method, a transition metal vanadium salt is used as a visible light catalyst, various lignin extracts and industrial lignin are used as reaction raw materials, and under the excitation of visible light irradiation, the lignin is directly catalyzed to be oxidized and cracked to prepare an aromatic aldehyde compound. The method comprises the following reaction processes of adding a certain amount of the lignin raw material and the catalyst into a quartz photoreaction tube, adding a certain amount of a solvent and magneton, introducing oxygen, turning on a visible light source, carrying out a photoreaction under stirring, and obtaining aromatic aldehyde products such as vanillin and syringaldehyde after the reaction is carried out for a period of time. According to the method, visible light is used for promoting a biomass catalytic conversion reaction, and the reaction is carried out in an oxygen atmosphere; and the raw material lignin is low in price and wide in source, the reaction process is simple, the aromatic aldehyde compound has wide application value, and the method is a green novel method for preparing the aromatic compound by photocatalysis of the lignin.

Description

technical field [0001] The invention relates to a method for preparing aromatic aldehydes by catalytically oxidizing lignin with visible light. Specifically, a transition metal vanadium salt is used as a visible light catalyst, oxygen is used as an oxygen source, and various lignin raw materials are oxidized under visible light irradiation and low temperature conditions. Cracking to prepare aromatic aldehydes such as vanillin. Background technique [0002] Lignin is the second largest biomass resource after cellulose in nature, and it is also a kind of natural aromatic polymer. Oxidative cracking of lignin can be used to synthesize a variety of monomeric aromatic compounds, including aromatic aldehydes, aromatic carboxylic acids, phenolic compounds, etc. It is a method to replace the traditional petroleum route to prepare aromatic compounds. The lignin structure is mainly composed of three phenylpropane-based monomers, namely Syringyl propane structural monomer (Syringyl mo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/32C07C47/565C07C47/575C07C47/58
CPCC07C45/32C07C47/565C07C47/575C07C47/58
Inventor 王峰刘慧芳李宏基罗能超
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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