Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Method for high-efficiency synthesizing of 5-hydroxymethyl furfural by adding nitrogen-containing compound

A technology of hydroxymethylfurfural and nitrogen compounds, which is applied in the field of high-efficiency synthesis of 5-hydroxymethylfurfural, can solve the problems of loss in the separation process, expensive organic ligands, and affecting the recovery purity of 5-hydroxymethylfurfural, so as to improve the selection performance, optimize the effect of catalytic performance

Pending Publication Date: 2019-05-28
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
View PDF4 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, Zhang Yugen’s team has used a chromium catalyst with complex ligands to obtain a yield of 5-hydroxymethylfurfural of 81% in the [BMIM]Cl system under the condition of a mass ratio of glucose to the reaction solvent of 1:1, while The organic ligands used in their work are very expensive and may be lost during the further separation of 5-hydroxymethylfurfural, which will further affect the recovery purity of 5-hydroxymethylfurfural

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Method for high-efficiency synthesizing of 5-hydroxymethyl furfural by adding nitrogen-containing compound
  • Method for high-efficiency synthesizing of 5-hydroxymethyl furfural by adding nitrogen-containing compound
  • Method for high-efficiency synthesizing of 5-hydroxymethyl furfural by adding nitrogen-containing compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Weigh 500mg of [BMIM]Cl, 400mg of D-glucose, 52.9mg of CrCl3-6H2O and 100ul of deionized water into a 4ml small reaction bottle, seal the reactor and carry out the reaction. The reaction temperature is 100°C. The stirring speed is 300rpm, the reaction time is 1h, and the reaction is quenched with cold water after the reaction is completed.

[0032] Preheat 500mg of ionic liquid butyltrimethylimidazolium chloride ([BMIM]Cl) to 100°C, add it into a 4ml reaction flask, then add 100ul deionized water, 52.9mg of CrCl 3 -6H 2 O. After the mixture in the bottle was cooled to room temperature, 400 mg of D-glucose was added, and then the reactor was sealed and reacted at 100° C. for 1 hour, and the stirring speed was 300 rpm during the reaction. After the reaction was completed, the reaction was quenched with cold water. Reactants and products were analyzed by high performance liquid chromatography. The results are shown in Table 1.

Embodiment 2

[0034] Preheat 500mg of ionic liquid [BMIM]Cl to 100°C, add it into a 4ml reaction flask, then add 100ul deionized water, 52.9mg of CrCl 3 -6H 2 O, add tetramethylethylenediamine with the same amount as the Cr substance, after the mixture in the bottle is cooled to room temperature, add 400 mg of D-glucose, then seal the reactor and react at 100°C for 1 hour, stirring during the reaction The rotational speed is 300rpm. After the reaction was completed, the reaction was quenched with cold water. Reactants and products were analyzed by high performance liquid chromatography. The results are shown in Table 1.

Embodiment 3

[0036] Preheat 500mg of ionic liquid [BMIM]Cl to 100°C, add it into a 4ml reaction flask, then add 100ul deionized water, 52.9mg of CrCl 3 -6H 2O, add s-triazine with the same amount as the Cr substance, after the mixture in the bottle is cooled to room temperature, add 400 mg of D-glucose, then seal the reactor and react at 100°C for 1 hour, and the stirring speed during the reaction is 300rpm . After the reaction was completed, the reaction was quenched with cold water. Reactants and products were analyzed by high performance liquid chromatography. The results are shown in Table 1.

[0037] The effect of different organic amine additives in the chromium chloride system in table 1

[0038]

[0039] Note: 400mg Glucose, 500mg [BMIM]Cl, CrCl 3 .6H 2 The molar ratio of O to glucose=10:100; additives and CrCl 3 .6H 2 The molar ratio of O=1:1; 100℃, react for 1h.

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 discloses a method for high-efficiency synthesizing of 5-hydroxymethyl furfural by adding nitrogen-containing compound. The method comprises the following step of adding the nitrogen-containing compound into an ionic liquid / metal chloride catalysis system, so as to realize the high-efficiency conversion of 5-hydroxymethyl furfural at high sugar concentration. The nitrogen-containingcompound comprises heterocyclic compound, organic amines and the like. The cellulose and the derivatives thereof, such as glucose and fructose, are used as the raw materials, so as to prepare the 5-hydroxymethyl furfural in the ionic liquid / metal chloride system at high efficiency. The method has the advantage that by adding a small amount of additive into the reaction system, the yield rate of the 5-hydroxymethyl furfural is increased by 10% or above.

Description

technical field [0001] The invention relates to the technical field of chemical reactions, in particular to a method for realizing efficient synthesis of 5-hydroxymethylfurfural by adding nitrogen-containing compounds. Background technique [0002] With the depletion of fossil resources such as oil and natural gas in the world, it is imperative to seek alternative resources. Biomass resources (plants, animals, microorganisms) are produced by photosynthesis and are a renewable resource. Therefore, it is of great research significance to replace traditional fossil resources with biomass to prepare fine chemicals required by humans. 5-Hydroxymethylfurfural has a furan ring, an aldehyde group and a hydroxyl group. It is a chemical intermediate with active chemical properties. It can generate various derivatives through oxidation, hydrogenation and other reactions. It is a promising fine chemical raw material. The preparation of 5-hydroxymethylfurfural from biomass-based raw mat...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
Inventor 张宗超夏至
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com