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Method for synthesizing guaiacyl glycerol-beta-guaiacyl ether from lignin beta-O-4 linkage dimer model compound

A technology of wood-based glycerol and dimer, which is applied in the preparation of carbon-based compounds, organic compounds, and condensation to prepare carbonyl compounds. It can solve the problems of not getting high-value utilization and burning, and achieve high yield , short production cycle and simple method

Inactive Publication Date: 2017-01-04
QILU UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Lignin is a complex natural polymer compound that contains aromatic groups and has a three-dimensional structure that exists in the plant skeleton. In the paper and pulp industry, about 50 million tons of industrial lignin can be obtained every year, most of which are burned high value utilization

Method used

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  • Method for synthesizing guaiacyl glycerol-beta-guaiacyl ether from lignin beta-O-4 linkage dimer model compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] 1. Synthesis of 4-acetylguaiacol

[0054] (1) 85% phosphoric acid of 100.0g is poured in the eggplant-shaped bottle that the anhydrous phosphorus pentoxide of 122.0g is housed, heat and stir at 100 ℃ on oil bath for 1 hour, form polyphosphoric acid (PPA);

[0055] (2) 8.0g anhydrous sodium acetate is added in the round-bottomed flask that fills 15.0g guaiacol, mix well, the liquid in the eggplant-shaped bottle in (1) is poured in the round-bottomed flask while hot, and in Stir vigorously at 100°C for 10 minutes; place the reacted mixture in an ice-water bath to cool, then add sufficient distilled water and stir to dissolve it. Then extract with dichloromethane until the dichloromethane layer is colorless. After drying the extract with anhydrous sodium sulfate, evaporate the dichloromethane under reduced pressure to obtain dark red crystals; dissolve the product in a small amount of ethanol and heat to 80°C , and then add a few drops of distilled water to the position w...

Embodiment 2

[0068] 1. Synthesis of 4-acetylguaiacol

[0069] (1) 85% phosphoric acid of 120.0g is poured in the eggplant-shaped bottle that the anhydrous phosphorus pentoxide of 140.0g is housed, heat and stir at 100 ℃ on oil bath for 2 hours, form polyphosphoric acid (PPA);

[0070] (2) 12.0g anhydrous sodium acetate is added in the round-bottomed flask that fills 20.0g guaiacol, mix well, the liquid in the eggplant-shaped bottle in (1) is poured in the round-bottomed flask while hot, and in Stir vigorously at 100°C for 20 minutes; place the reacted mixture in an ice-water bath to cool, then add sufficient distilled water and stir to dissolve it. Then extract with dichloromethane until the dichloromethane layer is colorless. After drying the extract with anhydrous sodium sulfate, evaporate the dichloromethane under reduced pressure to obtain dark red crystals; dissolve the product in a small amount of ethanol and heat to 80°C , and then add a few drops of distilled water to the position...

Embodiment 3

[0083] 1. Synthesis of 4-acetylguaiacol

[0084] (1) 85% phosphoric acid of 100.0g is poured in the eggplant-shaped bottle that the anhydrous phosphorus pentoxide of 144.0g is housed, heat and stir at 100 ℃ on oil bath for 3 hours, form polyphosphoric acid (PPA);

[0085] (2) 12.0g anhydrous sodium acetate is added in the round-bottomed flask that fills 40.0g guaiacol, mix well, the liquid in the eggplant-shaped bottle in (1) is poured in the round-bottomed flask while hot, and in Stir vigorously at 100°C for 20 minutes; place the reacted mixture in an ice-water bath to cool, then add sufficient distilled water and stir to dissolve it. Then extract with dichloromethane until the dichloromethane layer is colorless. After drying the extract with anhydrous sodium sulfate, evaporate the dichloromethane under reduced pressure to obtain dark red crystals; dissolve the product in a small amount of ethanol and heat to 80°C , and then add a few drops of distilled water to the position...

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Abstract

The invention provides a method for synthesizing guaiacyl glycerol-beta-guaiacyl ether from a lignin beta-O-4 linkage dimer model compound. The content of beta-O-4 linkages in all linkages of lignin is highest and about 40-60%, so research of the beta-O-4 linkage lignin model compound plays an important role in research of the structure of lignin and the reaction mechanism of lignin in reaction. The method is simple, reaction conditions are mild, the yield is high, and the production period is short.

Description

technical field [0001] The invention relates to the field of synthesizing lignin model substances, in particular to the synthesis of a lignin β-O-4 dimer model substance guaiacylglycerol-β-guaiacyl ether. Background technique [0002] Lignin is a complex natural polymer compound that contains aromatic groups and has a three-dimensional structure that exists in the plant skeleton. In the paper and pulp industry, about 50 million tons of industrial lignin can be obtained every year, most of which are burned Lost without high value utilization. The energy crisis is a huge challenge faced by human beings in the 21st century. As a renewable resource abundant in nature, lignin and its derivatives can replace some petrochemical products as raw materials to solve energy problems, which has attracted more and more attention. [0003] The complex structure of lignin and the condensation and degradation reactions that occur in the separation and purification stage make it difficult to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/26C07C43/23
CPCC07C41/26C07C43/23C07C45/46C07C45/63C07C45/68C07C49/84
Inventor 吕高金刘宇刘玉杨桂花陈嘉川
Owner QILU UNIV OF TECH