Unlock instant, AI-driven research and patent intelligence for your innovation.

Method for purifying 2,5-furyldiformaldehyde from dimethyl sulfoxide solution

A technology of furandiformaldehyde and dimethyl sulfoxide, applied in the field of purification, can solve problems such as limiting large-scale production, reducing separation yield and the like, and achieves the effects of easy removal and simple operation

Inactive Publication Date: 2015-04-08
林康艺
View PDF0 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, 2,5-furandicarbaldehyde is usually prepared by oxidation of 5-hydroxymethylfurfural. However, the reaction is usually carried out in dimethyl sulfoxide solvent, which has the function of dehydration and stabilizing intermediates, and dimethyl sulfoxide has a high boiling point. If distillation is used to separate 2,5-furandicarbaldehyde, 2,5-furandicarbaldehyde will further react with by-products and reduce the separation yield
How to separate 2,5-furandicarbaldehyde from dimethyl sulfoxide solvent has become a key problem limiting its large-scale production

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In this experiment, the dimethyl sulfoxide reaction solution containing 2,5-furandicarbaldehyde obtained by oxidation of 5-hydroxymethylfurfural was used (by GC analysis, it can be seen that every 2 ml of dimethyl sulfoxide contains 209 mg 2,5- furandicarbaldehyde, 57 mg unreacted 5-hydroxymethylfurfural),

[0024] A. Add 10 ml of distilled water to the above-mentioned dimethyl sulfoxide solution containing 2,5-furandicarbaldehyde, and stir for 20 min to obtain a mixed solution;

[0025] B. Add 3 ml of dichloromethane, stir for 30 minutes, and stand still for 15 minutes;

[0026] C. Take the lower layer of solution, and evaporate the solvent to obtain crystals.

[0027] Based on the mass of 2,5-furandicarbaldehyde before purification, the yield of crystals was calculated to be 95%. According to GC analysis, the purity of 2,5-furandicarbaldehyde was 89%.

Embodiment 2

[0029] In this experiment, the dimethyl sulfoxide reaction solution containing 2,5-furandicarbaldehyde obtained by oxidation of 5-hydroxymethylfurfural was used (by GC analysis, it can be seen that every 2 ml of dimethyl sulfoxide contains 209 mg 2,5- furandicarbaldehyde, 57 mg unreacted 5-hydroxymethylfurfural),

[0030] A. Add 2 ml of distilled water to the above-mentioned dimethyl sulfoxide solution containing 2,5-furandicarbaldehyde, and stir for 10 min to obtain a mixed solution;

[0031] B. Add 4ml of dichloromethane, stir for 20 minutes, and stand still for 5 minutes;

[0032] C. Take the lower layer of solution, and evaporate the solvent to obtain crystals.

[0033] Based on the mass of 2,5-furandicarbaldehyde before purification, the yield of crystals was calculated to be 96%. According to GC analysis, the purity of 2,5-furandicarbaldehyde was 85%.

Embodiment 3

[0035] In this experiment, the dimethyl sulfoxide reaction solution containing 2,5-furandicarbaldehyde obtained by oxidation of 5-hydroxymethylfurfural was used (by GC analysis, it can be seen that every 2 ml of dimethyl sulfoxide contains 209 mg 2,5- furandicarbaldehyde, 57 mg unreacted 5-hydroxymethylfurfural),

[0036] A. Add 20 ml of distilled water to the above-mentioned dimethyl sulfoxide solution containing 2,5-furandicarbaldehyde, and stir for 20 min to obtain a mixed solution;

[0037] B. Add 4ml of dichloromethane, stir for 40 minutes, and stand still for 30 minutes;

[0038] C. Take the lower layer of solution, and evaporate the solvent to obtain crystals.

[0039] Based on the mass of 2,5-furandicarbaldehyde before purification, the yield of crystals was calculated to be 96%. According to GC analysis, the purity of 2,5-furandicarbaldehyde was 88%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a method for purifying 2,5-furyldiformaldehyde from a dimethyl sulfoxide solution, which comprises the following steps: A. adding distilled water, and stirring to obtain a mixed solution; B. adding dichloromethane, stirring, and standing to stratify; and C. taking the understratum solution, and evaporating to remove the solvent, thereby obtaining the 2,5-furyldiformaldehyde, wherein the volume ratio of the distilled water to the dimethyl sulfoxide solution is (1-10):1, and the volume ratio of the dichloromethane to the mixed solution is (0.2-2):1. The method is simple to operate, and can effectively transfer the 2,5-furyldiformaldehyde in the dimethyl sulfoxide solution into the dichloromethane; and since the dichloromethane has lower boiling point and is easy to remove, the 2,5-furyldiformaldehyde with higher purity can be obtained.

Description

technical field [0001] The invention relates to a purification method, in particular to a method for purifying 2,5-furandicarbaldehyde from dimethyl sulfoxide solution. Background technique [0002] 2,5-furandicarbaldehyde is an important furan derivative and a versatile intermediate in organic synthesis. It can be used as a monomer to produce polymers, and can also be used to synthesize drugs and their intermediates, antifungal agents, macrocyclic ligands, etc. At present, 2,5-furandicarbaldehyde is usually prepared by oxidation of 5-hydroxymethylfurfural. However, the reaction is usually carried out in dimethyl sulfoxide solvent, which has the function of dehydration and stabilizing intermediates, and dimethyl sulfoxide has a high boiling point. If distillation is used to separate 2,5-furandicarbaldehyde, 2,5-furandicarbaldehyde will further react with by-products to reduce the separation yield. How to separate 2,5-furandicarbaldehyde from dimethyl sulfoxide solvent has ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 林康艺
Owner 林康艺