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Method for separating propyl guaiacol and propyl eugenol from lignin oil

A technology of propyl syringol potassium salt and guaiacol, which is applied in directions such as ether separation/purification, organic chemistry, ether preparation, etc., can solve the problems of high cost, lack of experimental data, time-consuming and reagent-consuming, etc. Simple method, low skill requirement, easy to enlarge effect

Pending Publication Date: 2022-07-12
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method requires a lot of time and reagents, and is inefficient and expensive, making it difficult to achieve large-scale applications
The Sels research group of the University of Leuven in Belgium proposed a rectification method to purify the two substances (GreenChem., 2018, 20, 1050-1058), but this method is limited to software simulation, there is no actual experimental data, and it is calculated by this method The purity of propylguaiacol is only 67.3%

Method used

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  • Method for separating propyl guaiacol and propyl eugenol from lignin oil
  • Method for separating propyl guaiacol and propyl eugenol from lignin oil
  • Method for separating propyl guaiacol and propyl eugenol from lignin oil

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Effect test

Embodiment 1

[0032] The method for separating propyl guaiacol and propyl eugenol from lignin oil comprises the following steps:

[0033] (1) Extract 10 g of lignin oil 4 times with 50 ml of n-hexane each time, and the extracts are combined to form the first extract. an extract;

[0034] (2) the oily substance obtained in step (1) is extracted three times with 20 ml of n-hexane each time, and combined to obtain the third extraction solution, which is refrigerated for 1 hour at -40°C to obtain the fourth extraction solution. extracting solution, combining the second extracting solution and the fourth extracting solution, and removing the solvent by rotary evaporation to obtain 2.5 g of concentrated monomer oil;

[0035] (3) dissolving the concentrated monomer oil obtained in step (2) in dichloromethane, and sequentially extracting with 15 ml of 0.2, 0.4, 0.6 and 0.8 mol / L potassium hydroxide aqueous solutions, and extracting 4 times in total, the lye after extraction Filter, combine, and c...

Embodiment 2

[0044] The method for separating propyl guaiacol and propyl eugenol from lignin oil comprises the following steps:

[0045] (1) Extract 10g of lignin oil 4 times with 50ml of hydrocarbon organic solvent each time (the hydrocarbon organic solvent can be composed of n-heptane and n-hexane in a ratio of 1:1 by volume), and the extracts are combined for the first extraction Refrigerate the first extraction solution at -20°C for 3 hours to separate out oil and the second extraction solution;

[0046] (2) the oily substance obtained in step (1) is extracted 3 times with 20ml of hydrocarbon organic solvent each time (the hydrocarbon organic solvent can be formed by n-heptane and n-hexane in a ratio of 1:1 by volume), and merged to obtain the first Three kinds of extraction solutions, the third extraction solution was refrigerated at -20 ℃ for 3 hours to obtain the fourth extraction solution, the second extraction solution and the fourth extraction solution were combined, and the solv...

Embodiment 3

[0056] The method for separating propyl guaiacol and propyl eugenol from lignin oil comprises the following steps:

[0057] (1) Extract 10 g of lignin oil 4 times with 50 ml of 2,2-dimethylhexane (iso-octane) each time, and combine the extracts to form the first extract. The first extract was heated at 15°C Under refrigeration for 3 hours, the oil and the second extract are separated out;

[0058] (2) the oil obtained in step (1) is extracted 3 times with 20ml of 2,2-dimethylhexane (iso-octane) each time, and combined to obtain the third extraction solution, and the third extraction solution is Refrigerate at 15°C for 3 hours to obtain the fourth extract, combine the second extract and the fourth extract, and remove the solvent to obtain 2.4g of monomer concentrated oil;

[0059] (3) the monomer concentrated oil obtained in step (2) was dissolved in ethyl acetate, extracted with 35 ml of 0.5 and 0.7 mol / L potassium hydroxide aqueous solutions successively, extracted twice in ...

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Abstract

The invention discloses a method for separating propyl guaiacol and propyl eugenol from lignin oil, which comprises the following steps: extracting the lignin oil by using a hydrocarbon organic solvent to obtain monomer concentrated oil; dissolving the monomer concentrated oil in an organic solvent, extracting with a 0.2-1.5 mol / L potassium hydroxide aqueous solution, increasing the concentration of potassium hydroxide in alkali liquor, cooling, crystallizing and filtering to obtain propyl eugenol potassium salt crystals and filtrate, and converting the propyl eugenol potassium salt crystals into a propyl eugenol crude product; refining to obtain a propyl eugenol refined product; reducing the concentration of potassium hydroxide in the filtrate, and extracting with an organic solvent to obtain a propyl guaiacol crude product; and refining to obtain a propyl guaiacol refined product. The method disclosed by the invention is simple, rapid and efficient, does not need complex experimental equipment and materials, has low skill requirements on experimenters, is easy to amplify and has high product purity, and the used organic solvent and alkali liquor can be recycled and repeatedly used for separation, so that the method is environment-friendly.

Description

technical field [0001] The invention belongs to the field of biomass conversion preparation chemicals, in particular to a method for separating propyl guaiacol and propyl eugenol from lignin oil. Background technique [0002] Lignin is the world's largest renewable phenolic polymer biomass, and its basic monomers mainly include guaiac-based, syringyl and p-hydroxyphenyl monomers. Through depolymerization techniques, lignin can be converted into products rich in phenols (including monomers, dimers, oligomers, etc.) (ChemCatChem 2019, 11, 639–654). These products are considered an important source of renewable phenolic chemicals. [0003] In recent years, the reductive catalytic depolymerization (RCF) process has become an important means to depolymerize lignin to produce renewable phenolic chemicals (Curr. Opin. Biotechnol. 2019, 56, 193–201). The typical technical conditions of this process are: using wood or lignin as raw material, using alcohols such as methanol and etha...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C41/34C07C41/38C07C41/40C07C43/23
CPCC07C41/34C07C41/38C07C41/40C07C43/23Y02P30/20
Inventor 齐崴尤生萍任天宇张兆丰苏荣欣
Owner TIANJIN UNIV
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