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A method for separating 5-hydroxymethylfurfural and 2,5-diformylfuran mixture

A technology of diformylfuran and hydroxymethylfurfural, applied in the direction of organic chemistry, can solve problems such as difficult to achieve effective separation, and achieve the effects of easy amplification, reduced pollution, and reduced solvent loss

Inactive Publication Date: 2017-01-11
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the high similarity in molecular structure and properties between HMF and DFF, it is difficult to effectively separate the two using traditional organic solvent extraction.

Method used

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  • A method for separating 5-hydroxymethylfurfural and 2,5-diformylfuran mixture
  • A method for separating 5-hydroxymethylfurfural and 2,5-diformylfuran mixture
  • A method for separating 5-hydroxymethylfurfural and 2,5-diformylfuran mixture

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The mixture of HMF (content 24%) and DFF (content 76%) was dissolved in ethyl acetate so that the concentrations were 0.67mg / mL and 2.07mg / mL respectively (see figure 1 , the retention times of HMF and DFF are 5.27min and 6.82min respectively), add 2 times the volume of DES (choline chloride: glycerol=1:2, mol / mol), stir at room temperature and 400r / min for 10min, divide Phase, liquid chromatography analysis showed that HMF and DFF concentrations in ethyl acetate were 0.12mg / mL and 1.00mg / mL (see figure 2 ), remove ethyl acetate under reduced pressure to obtain DFF with a purity of 89%.

Embodiment 2

[0027] The mixture of HMF (content 24%) and DFF (content 76%) was dissolved in ethyl acetate so that the concentrations were 0.67mg / mL and 2.07mg / mL respectively, and 5 times the volume of DES (choline chloride: glycerol =1:2, mol / mol), stirred at room temperature and 400r / min for 10min, phase separation, liquid chromatography analysis showed that the concentrations of HMF and DFF in ethyl acetate were 0.07mg / mL and 0.84mg / mL respectively, and the Ethyl acetate was removed under reduced pressure to obtain DFF with a purity of 93%.

Embodiment 3

[0029] The mixture of HMF (content 24%) and DFF (content 76%) was dissolved in ethyl acetate so that the concentrations were 0.67mg / mL and 2.07mg / mL respectively, and 1 volume of DES (choline chloride: urea =1:2, mol / mol), stirred at room temperature and 400r / min for 10min, separated phases, and liquid chromatography analysis showed that the concentrations of HMF and DFF in ethyl acetate were 0.34mg / mL and 1.97mg / mL respectively. Ethyl acetate was removed under reduced pressure to obtain DFF with a purity of 85%.

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Abstract

The invention discloses a method for separating a 5-hydroxymethyl furfural and 2,5-diformylfuran mixture; the method comprises the steps: dissolving the 5-hydroxymethyl furfural and 2,5-diformylfuran mixture in an organic solvent, then adding a deep-eutectic solvent, stirring and mixing evenly at room temperature, and splitting phases; and taking an organic phase, removing the organic solvent under a reduced pressure condition, and thus obtaining 2,5-diformylfuran. The method has the advantages of simple purification process, mild conditions, easy amplification, environmental friendliness, high product purity and the like.

Description

technical field [0001] The invention belongs to the application field of the chemical industry, and in particular relates to a method for separating a mixture of 5-hydroxymethylfurfural and 2,5-diformylfuran by using a deep eutectic solvent. Background technique [0002] With the increasing shortage of petroleum resources and the intensification of global warming, people have gradually shifted their attention to the development and utilization of bio-based energy and platform compounds in recent years. 5-Hydroxymethylfurfural (HMF) is an important bio-based platform compound, which ranks among the "Top 10+4" platform compounds announced by the US Department of Energy (Green Chem, 2010, 12, 539; ChemRev, 2013, 113, 1499). There are two active groups (hydroxyl and aldehyde) in HMF, so this compound can also be chemically modified to synthesize various intermediates with important application value. For example, HMF can be selectively oxidized to synthesize 2,5-diformylfuran ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 李宁秦烨芝宗敏华
Owner SOUTH CHINA UNIV OF TECH
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