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Method for preparing aromatic aldehyde compounds from sodium lignosulfonate

A technology of sodium lignosulfonate and aromatic aldehydes, which is applied in the oxidation preparation of carbonyl compounds, the preparation of organic compounds, the separation/purification of carbonyl compounds, etc., and can solve the problems of harsh reaction conditions, high reaction temperature, and high requirements for enzyme culture conditions, etc. problems, to achieve the effect of environmental protection in the preparation process, mild reaction conditions, and simple process operation

Active Publication Date: 2015-11-11
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The oxidative degradation of lignin mainly includes enzymatic degradation, biomimetic degradation and transition metal catalyzed degradation. However, in the process of enzymatic degradation, the enzyme culture conditions are relatively high and the repeatability is poor; the biomimetic degradation reaction conditions are relatively harsh and the catalyst activity Volatile, high cost, and potential impact on the environment; transition metal catalyzed oxidation degradation usually requires high reaction temperature and harsh reaction conditions, etc.

Method used

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  • Method for preparing aromatic aldehyde compounds from sodium lignosulfonate
  • Method for preparing aromatic aldehyde compounds from sodium lignosulfonate
  • Method for preparing aromatic aldehyde compounds from sodium lignosulfonate

Examples

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Embodiment 1

[0028] A method utilizing sodium lignosulfonate to prepare aromatic aldehyde compounds, specifically comprising the following steps:

[0029] (1) Add sodium hydroxide to deionized water, and mix well to obtain an aqueous sodium hydroxide solution with a concentration of 5% by mass;

[0030] Take 140ml of sodium hydroxide aqueous solution with a mass percentage concentration of 5%, then add 7.0g of sodium lignosulfonate, stir for 5-15min, and maintain the temperature at 5-10°C to obtain system 1;

[0031] The amount of sodium lignosulfonate is calculated by mass ratio, sodium lignosulfonate: the concentration of 5% sodium hydroxide aqueous solution is 1g: 20ml;

[0032] (2) Under stirring conditions, add 9.0ml of oxidant dropwise to system 1, add 1.0g of catalyst at the same time, control the temperature at 5-10°C for 2.0h, and obtain a reaction solution;

[0033] The oxidizing agent used is a hydrogen peroxide solution with a mass percentage concentration of 30%, sodium ligno...

Embodiment 2

[0051] A method utilizing sodium lignosulfonate to prepare aromatic aldehyde compounds, specifically comprising the following steps:

[0052] (1) Add sodium hydroxide to deionized water and mix well to obtain an aqueous solution of sodium hydroxide with a concentration of 2% by mass;

[0053] Take 30ml of sodium hydroxide aqueous solution with a mass percentage concentration of 2%, then add 1.0g of sodium lignosulfonate, stir for 5-15min, and maintain the temperature at 35-40°C to obtain system 1;

[0054] The amount of sodium lignosulfonate is calculated by mass ratio, sodium lignosulfonate: the concentration of 2% alkaline aqueous solution is 1.0g: 30ml;

[0055] (2) Under stirring conditions, add 2.5ml of oxidant dropwise to system 1, add 0.10g of catalyst at the same time, control the temperature at 35-40°C for 1.5h, and obtain a reaction solution;

[0056] The oxidizing agent used is a hydrogen peroxide solution with a mass percentage concentration of 30%, sodium lignosu...

Embodiment 3

[0062] A method utilizing sodium lignosulfonate to prepare aromatic aldehyde compounds, specifically comprising the following steps:

[0063] (1) Add sodium hydroxide to deionized water and mix well to obtain an aqueous solution of sodium hydroxide with a concentration of 4% by mass;

[0064] Take 30ml of sodium hydroxide aqueous solution with a mass percentage concentration of 4%, then add 1.0g of sodium lignosulfonate, stir for 5-15min, and maintain the temperature at 55-60°C to obtain system 1;

[0065] The amount of sodium lignosulfonate is calculated by mass ratio, sodium lignosulfonate: the alkaline aqueous solution with a mass percentage concentration of 4% is 1g: 30ml;

[0066] (2) Under stirring conditions, add 2ml of oxidant dropwise to system 1, add 0.05g of catalyst at the same time, control the temperature at 55-60°C for 1.0h, and obtain the reaction solution;

[0067] The oxidizing agent used is a hydrogen peroxide solution with a mass percentage concentration o...

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Abstract

The invention discloses a method for preparing aromatic aldehyde compounds from sodium lignosulfonate, which comprises the following steps: adding sodium hydroxide into deionized water to obtain a sodium hydroxide water solution, adding sodium lignosulfonate, stirring uniformly, adding an oxidizer and a catalyst to react while keeping the temperature at 5-60 DEG C, regulating the pH value of the reaction solution to 1-3, carrying out vacuum filtration to remove the unreacted sodium lignosulfonate, extracting the obtained supernate with an organic solvent ethyl acetate or chloroform, and carrying out rotary evaporation concentration on the obtained organic phase at the controlled temperature of 30-55 DEG C, thereby obtaining an aromatic aldehyde mixture; and carrying out column chromatography separation on the obtained aromatic aldehyde mixture to respectively obtain vanillin, p-hydroxybenzaldehyde and syringaldehyde. The preparation method has the advantages of low preparation cost, simple technical operation, mild reaction conditions and no secondary pollution, reduces the pollution of papermaking wastewater on the environment, effectively utilizes the lignin resources, and obtains the high-added-value aromatic aldehyde compounds.

Description

technical field [0001] The invention relates to a method for preparing aromatic aldehyde compounds by using sodium lignosulfonate, belonging to the field of biomass chemical industry. Background technique [0002] At present, the preparation of aromatic aldehyde compounds is based on petrochemical resources, using chemical methods to convert the existing groups on the benzene ring into aromatic aldehyde substances through a series of chemical reactions, or directly introducing aldehydes on the benzene ring through a series of chemical reactions. However, these methods often have high cost, poor reaction selectivity, strict requirements on reaction equipment, harsh reaction conditions, complicated process, and even harm to nature. Environmental pollution and other technical issues. [0003] With the continuous development of social economy, the enhancement of people's awareness of environmental protection and the increasing scarcity of petrochemical resources, the renewable ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/27C07C45/32C07C45/79C07C47/58C07C47/575C07C47/565
CPCC07C45/27C07C45/32C07C45/79C07C47/58C07C47/575C07C47/565
Inventor 孙小玲杨军艳张海峰沈元昊毕宇霆缪华超毛海舫
Owner SHANGHAI INST OF TECH
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