Method for preparing 2,5-furandiformaldoxime

A technology of furandicarbaldehyde oxime and furandicarbaldehyde, which is applied in the field of green chemistry, can solve problems that have not been reported, and achieve the effects of improving catalytic efficiency, low production cost, and low reaction temperature

Pending Publication Date: 2022-02-18
NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, the production process of continuously and efficiently preparing 2,5-furandicarbaldehyde oxime using solid acid heterogeneous catalysis has not been reported

Method used

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  • Method for preparing 2,5-furandiformaldoxime
  • Method for preparing 2,5-furandiformaldoxime
  • Method for preparing 2,5-furandiformaldoxime

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0120] Mix 20mmol of 2,5-furandicarbaldehyde, 105mmol of butanone oxime, and 5g of methanol evenly for 10h -1 The speed is continuously injected into the continuous loop reactor, the catalyst is ferric sulfate (filling amount is 0.25g), the reaction temperature is 60°C, and the reaction time is 4h to obtain 2,5-furandimaldehyde oxime solution, which is quantified by HPLC Analysis, the high performance liquid phase chromatogram of the product 2,5-furandicarbaldehyde oxime that embodiment 1 prepares is as follows figure 1 As shown, the conversion rate of 2,5-furandicarbaldehyde is 100%, the selectivity of 2,5-furandicarbaldehyde oxime is 99.6%, and the purity is 99.4%.

Embodiment 2

[0122] Mix 30mmol of 2,5-furandicarbaldehyde, 65mmol of cyclohexanone oxime, and 360g of N,N-dimethylformamide evenly, with 20h -1 The speed is continuously injected into the continuous loop reactor, and the catalyst is zirconium phosphate (Zr(HPO 4 ) 2 ) (filling amount is 0.15g), the reaction temperature is 150°C, and the reaction time is 1min to obtain 2,5-furandicarbaldehyde oxime solution, quantitatively analyzed by HPLC, the conversion rate of 2,5-furandicarbaldehyde is 100%, The selectivity of 2,5-furandicarbaldehyde oxime was 99.7%, and the purity was 99.1%.

Embodiment 3

[0124] Mix 80mmol of 2,5-furandicarbaldehyde, 800mmol of acetone oxime, and 200g of tetrahydrofuran evenly for 0.5h -1 The speed is continuously injected into the continuous loop reactor, the catalyst is NKF-6(β) molecular sieve (filling amount is 2.5g), the reaction temperature is 30°C, and the reaction time is 5h to obtain 2,5-furandicarbaldehyde oxime The solution was quantitatively analyzed by HPLC, and the conversion rate of 2,5-furandicarbaldehyde was 100%, the selectivity of 2,5-furandicarbaldehyde oxime was 99.2%, and the purity was 99.5%.

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Abstract

The invention discloses a method for preparing 2,5-furandiformaldoxime. The method at least comprises the step of subjecting raw materials containing 2,5-furandiformaldehyde and oxime compounds in the presence of a solid acid catalyst to obtain the 2,5-furandiformaldoxime. The method for continuously preparing 2,5-furandicarboxime through solid acid catalysis is short in reaction time, high in conversion rate and good in selectivity. The 2,5-furandiformaldoxime is continuously prepared, the safety of a reaction process is good, and the method is suitable for industrial continuous production.

Description

technical field [0001] The application relates to a method for preparing 2,5-furandicarbaldehyde oxime, which belongs to the technical field of green chemistry. Background technique [0002] Biomass resources are the only sustainably sourced source of organic carbon, a renewable resource that can be efficiently converted into liquid fuels and chemicals. Nitrogen-containing aromatic heterocyclic compounds derived from biomass, as important organic intermediates, have very important application value in research fields such as fine chemicals, life medicine, agriculture, and food. Among them, 2,5-furandiformaldoxime (DFFD) is a condensation product of carbonyl group and hydroxylamine, and is an important chemical, biological and pharmaceutical intermediate. So far, the method of synthesizing oxime with hydroxylamine sulfate or hydroxylamine hydrochloride as raw materials still occupies the mainstream position. This method has a low atom utilization rate, uses a homogeneous liq...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/52
CPCC07D307/52
Inventor 陈金波张亚杰
Owner NINGBO INST OF MATERIALS TECH & ENG CHINESE ACADEMY OF SCI
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