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Preparation method of 2, 5-furandicarboxaldehyde under illumination condition

A technology of furandiformaldehyde and light conditions, applied in chemical instruments and methods, organic compound/hydride/coordination complex catalysts, catalytic reactions, etc., can solve the problems of unfavorable recycling, environmental pollution, and high cost, and achieve easy The effect of recycling, low price and strong catalytic activity

Active Publication Date: 2020-06-12
NANJING FORESTRY UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Traditional homogeneous catalysts have achieved high conversion and selectivity in the oxidation of HMF, but they are not conducive to recycling and cause environmental pollution
However, the cost of noble metals used in supported catalysts with better conversion rates is high

Method used

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  • Preparation method of 2, 5-furandicarboxaldehyde under illumination condition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Preparation of magnetic nanoparticle-supported 2,2,6,6-tetramethylpiperidine-nitrogen-oxide catalyst:

[0031] Preparation of Citric Acid Functionalized Magnetic Nanoparticles Loaded TEMPO: 1.81g FeCl 3 ·6H 2 O, 0.192g of citric acid and 3.6g of urea were dissolved in 60mL of diglycerin, and the resulting solution was placed in a hydrothermal kettle and heated at 200°C for 4h, then cooled to room temperature, and the black magnetic nanoparticles were magnetically separated, washed with ethanol, 60 ℃ and dried for 6 h to obtain citric acid functionalized magnetic nanoparticles (Fe 3 o 4 -CA);

[0032]Preparation of citric acid-functionalized magnetic nanoparticles loaded with TEMPO: 1 g of citric acid-functionalized magnetic nanoparticles and 0.513 g of 4-amine-2,2,6,6-tetramethyldiphenoxylate (4-amino-TEMPO) were added In the reaction flask, add 60mL of anhydrous dichloromethane, stir the mixture at room temperature, pass through nitrogen protection, 0.879g dicycloh...

Embodiment 2

[0034] Magnetic nanoparticles Fe 3 o 4 Preparation: Add 0.85mL 12.1mol / L HCl to 25mL deoxygenated pure water (bubbled with nitrogen for 30min), weigh 5.2g FeCl 3 and 2.0g FeCl 2 , added to the mixture in turn, stirring constantly to make it evenly dispersed in the solution. The resulting solution was added dropwise to 250 mL of 1.5 mol / L NaOH solution and stirred vigorously to produce a black precipitate. by Fe 3 o 4 Place a magnet near the black precipitate. Separate the pellet in a magnetic field and separate the pellet supernatant. Add purified deoxygenated water to the precipitate to wash the precipitate, and centrifuge at 4000r / min. After repeating the operation three times, 500 mL of 0.01 mol / L HCl solution was added to the precipitate (stirring) to neutralize the anion charges on the nanoparticles. Centrifuge (4000rpm) to separate cationic colloidal nanoparticles again, and add water to digest it, freeze-dry the resulting black solid for 24h, and record it as Fe...

Embodiment 3

[0038] ARS-TiO 2 Preparation: Weigh Alizarin Red S (0.3mmol, 0.103g) and add it to 20mL of absolute ethanol, and use ultrasound for 10min to disperse Alizarin Red S evenly. Then weigh 1.5g of anatase titanium dioxide and add it to the mixed solution, and continue supersonication for 10 minutes, so that the titanium dioxide is uniformly dispersed in the mixed solution of Alizarin Red S and ethanol. After the sonication, the mixture was continuously stirred at room temperature at 500 r / min for 12 hours, the obtained mixture was centrifuged, and the obtained solid was vacuum-dried at 50°C.

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Abstract

The invention discloses a preparation method of 2, 5-furandicarboxaldehyde under an illumination condition. The process of a magnetic nanoparticle-loaded TEMPO catalyst comprises the following steps:dissolving FeCl3, citric acid and urea in diglycerol, carrying out a heating reaction, cooling, carrying out magnetic separation, washing with ethanol, and drying to obtain citric acid functionalizedmagnetic nanoparticles; mixing the citric acid functionalized magnetic nanoparticles, 4-amine-2, 2, 6, 6-tetramethyldiphenylpiperidine and dichloromethane and stirring the mixture at room temperature,then adding dicyclohexylcarbodiimide and 4-dimethylaminopyridine, and carrying out a stirring reaction; and carrying out suction filtration, washing and freeze drying to obtain the magnetic nanoparticle-loaded TEMPO catalyst. The catalyst carrier prepared by the method is low in raw material price, wide in source, easy to recycle, green and environment-friendly; the catalyst catalyzes and oxidizes HMF under the illumination condition, and the oxidation product DFF obtained at high yield can be used for synthesizing many useful compounds and novel high polymer materials.

Description

technical field [0001] The invention belongs to the field of heterogeneous phase technology, and in particular relates to a preparation method of 2,5-furandicarbaldehyde under light conditions. Background technique [0002] 5-Hydroxymethylfurfural (HMF) is an important biomass platform compound. It is an important bridge connecting biomass resources and fossil resources. It can be converted through hydrolysis, halogenation, esterification, hydrogenation, and redox reactions. For many high value-added products. Among them, 2,5-furandicarbaldehyde (DFF), the oxidation product of HMF, can synthesize many useful compounds and new polymer materials, including medicine, organic conductors, fluorescent agents and macrocyclic ligands. At present, there are many by-products, high energy consumption, and corrosion of equipment in the traditional catalytic process of HMF. One of the ways to overcome these problems is to seek efficient and stable heterogeneous catalysts and green and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46B01J31/02
CPCC07D307/46B01J31/0244B01J2231/763
Inventor 洪梅孙海迪武霜艳李佳桐王婧
Owner NANJING FORESTRY UNIV