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Method for separating lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde

A technology based on p-hydroxybenzaldehyde and lignin, which is applied in the fields of biomass energy and chemical industry, can solve the problems of being volatile and unsuitable for large-scale production, and achieves the effect of low price, suitable for large-scale production, and green and environmental protection in the reaction process

Active Publication Date: 2022-01-25
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The technical problem to be solved: In order to overcome the defects of the existing technology, solve the problem of sulfur dioxide produced by acidification of sodium bisulfite during the separation of traditional lignin oxidation products to obtain p-hydroxybenzaldehyde, vanillin and syringaldehyde, volatile when using ammonia precipitation, And the problem that this traditional method is not suitable for large-scale production, the application provides a kind of cheap, green method, in the production process without sulfur dioxide generation and volatilization of harmful gases, specifically lignin-based p-hydroxybenzaldehyde, pandan The separation method of element, syringaldehyde

Method used

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  • Method for separating lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde
  • Method for separating lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde
  • Method for separating lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde

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Effect test

Embodiment 1

[0029] 10 grams of lignin oxygen oxidation products, tested by liquid chromatography, contained 1.1 grams of p-hydroxybenzaldehyde, 2.3 grams of vanillin, and 3.2 grams of syringaldehyde in the oxidation products, added 300 mL of distilled water, 11 grams of sodium bisulfite, and stirred at room temperature for 4 hours , then filter, get the filtrate and join in the reactor of 500mL, add sodium hydroxide (analytical pure) 5.0 grams in the reactor, after stirring for 10 minutes, then add 0.1 gram of anhydrous copper sulfate (analytical pure) in the reactor, Close the reactor, feed 2Mpa oxygen, react at 50°C for 30 minutes, open the reactor after the reaction, transfer all the reaction solution to a 500mL volumetric flask and dilute it to 500mL with water. Transfer 1mL from the 500mL volumetric flask to a 10mL volumetric flask and dilute it to 10mL with water. Get a small amount of liquid from the 10mL volumetric flask and do ion chromatography to detect and find that all sulfat...

Embodiment 2

[0034]10 grams of lignin oxygen oxidation products, tested by liquid chromatography, contained 1.1 grams of p-hydroxyphenylacetaldehyde, 2.3 grams of vanillin, and 3.2 grams of syringaldehyde in the oxidation products, added 300 mL of distilled water, 11 grams of sodium bisulfite, and stirred at room temperature for 4 hour, then filter, get the filtrate and join in the reactor of 500mL, then add sodium hydroxide (analytical pure) 5.0 grams, after stirring for 10 minutes, then add 0.1 gram of anhydrous cobalt acetate (analytical pure) in the reactor, close The reaction kettle was fed with 3Mpa oxygen, and reacted at 35°C for 70 minutes. After the reaction was completed, the reaction kettle was opened, and all the reaction liquid was transferred to a 500mL volumetric flask to make the volume to 500mL with water. Transfer 1mL from the 500mL volumetric flask to a 10mL volumetric flask and dilute it to 10mL with water. Get a small amount of liquid from the 10mL volumetric flask and...

Embodiment 3

[0039] 10 grams of lignin oxygen oxidation products, tested by liquid chromatography, contained 1.1 grams of p-hydroxyphenylacetaldehyde, 2.3 grams of vanillin, and 3.2 grams of syringaldehyde in the oxidation products, added 300 mL of distilled water, 11 grams of sodium bisulfite, and stirred at room temperature for 4 hour, then filter, get the filtrate and join in the reactor of 500mL, add sodium hydroxide (analytical pure) 5.0 grams in the reactor, after stirring for 10 minutes, then add 0.1 gram of anhydrous manganese acetate (analytical pure) in the reactor , close the reactor, feed 4Mpa oxygen, react at 60°C for 20 minutes, open the reactor after the reaction, transfer all the reaction solution to a 500mL volumetric flask and dilute it to 500mL with water. Transfer 1mL from the 500mL volumetric flask to a 10mL volumetric flask and dilute it to 10mL with water. Get a small amount of liquid from the 10mL volumetric flask and do ion chromatography detection and find that al...

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Abstract

The invention discloses a method for separating lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde. The method comprises an oxidation stage and a separation stage, in the oxidation stage, sulfite ions in a sodium hydrogen sulfite extract are oxidized into sulfate ions, and the yield of aromatic aldehyde in the process is not changed; therefore, the extract does not generate sulfur dioxide in the acidification process, and a non-volatile precipitation inducer is adopted. Thus, the defects that a precipitant is volatile and the generated volatile sulfur dioxide needs to be further treated in the traditional technology are overcome. The method is low in price, environment-friendly in reaction process and suitable for large-scale production. According to the method for separating a lignin oxidation product, the yield of sulfate ions is 60-100%, and 30-88% of syringaldehyde (the content of liquid chromatography is greater than 99%) is separated; the yields of p-hydroxy benzaldehyde and vanillin in the mixture C are both greater than 99%, the yield of syringaldehyde in the mixture C is 10-30%, and the mass of the p-hydroxy benzaldehyde, the vanillin and the syringaldehyde accounts for more than 95% of the total mass of the mixture C.

Description

technical field [0001] The invention belongs to the technical field of biomass energy and chemical industry, and relates to a separation technology of lignin degradation products, in particular to a separation method of lignin-based p-hydroxybenzaldehyde, vanillin and syringaldehyde. Background technique [0002] The amount of lignin is second only to cellulose, and the lignin synthesized by photosynthesis on the earth is about 50 billion tons every year. Research on the utilization of lignin is of great significance for the development of lignocellulosic renewable energy and chemical products. Depolymerization of lignin into phenolic monomers by acid hydrolysis, alcoholysis, hydrogenolysis, pyrolysis, oxidative degradation, enzymatic hydrolysis and other methods is a mainstream method to increase the added value of lignin. At present, there are many researches on lignin depolymerization, but the bottleneck of the separation of many types of phenolic monomers obtained from ...

Claims

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Application Information

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IPC IPC(8): C07C47/575C07C45/78C07C45/85C07C45/80C07C45/79C07C47/565C07C47/58C07C45/82
CPCC07C45/78C07C45/85C07C45/80C07C45/79C07C45/82C07C47/575C07C47/565C07C47/58
Inventor 邓海波杨倩倩应玲英蒋学田秀枝王婷煜姚丽华刘珈语邱新惠陈雅惠
Owner JIANGNAN UNIV
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