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Method for sulfonated polyaniline catalytic synthesis of 5-hydroxymethylfurfural from carbohydrates

A technology of sulfonated polyaniline catalytic carbon and hydroxymethylfurfural, applied in organic compound/hydride/coordination complex catalysts, chemical instruments and methods, catalyst activation/preparation, etc., can solve the problem of poor catalyst stability and HMF selection Low stability, difficult to separate and purify, etc., to achieve the effect of low cost, easy to separate and purify, and not easy to dissolve

Active Publication Date: 2017-02-22
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The present invention aims to provide a method for synthesizing HMF from carbohydrates catalyzed by sulfonated polyaniline, so as to overcome the shortcomings of the prior art, such as many by-products, low selectivity of HMF, poor catalyst stability, high boiling point of solvent, difficulty in separation and purification, etc.

Method used

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  • Method for sulfonated polyaniline catalytic synthesis of 5-hydroxymethylfurfural from carbohydrates
  • Method for sulfonated polyaniline catalytic synthesis of 5-hydroxymethylfurfural from carbohydrates
  • Method for sulfonated polyaniline catalytic synthesis of 5-hydroxymethylfurfural from carbohydrates

Examples

Experimental program
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Effect test

Embodiment 1

[0013] 0.16g (0.9mmol) of m-aminobenzenesulfonic acid and 0.26g (2.7mmol) of freshly distilled aniline were prepared into a 40mL monomer deionized aqueous solution (the molar ratio of m-aminobenzenesulfonic acid to aniline was 1:3), 3.00 g ammonium persulfate was prepared into 20mL deionized water solution, the molar ratio of ammonium persulfate to monomer was 11:3, pour the ammonium persulfate solution into the monomer solution at one time, control the temperature of the solution to 5℃, and let it stand for 24 hours The solid was filtered off with suction, washed with deionized water until the pH of the filtrate was neutral, and the solid was vacuum dried at 100° C. for 12 hours to obtain a catalyst.

[0014] Weigh 15 mg of the above catalyst in a thick-walled glass pressure tube, and then add a magnetic stir bar, 45.0 mg fructose and 1 mL deionized water-1,4-dioxane solvent (deionized water and 1 , 4-Dioxane volume ratio is 1:19), after stirring evenly, pass N 2 Exhaust the air...

Embodiment 2-8

[0016] The catalyst was prepared according to the method of Example 1, and the molar ratio of ammonium persulfate to monomer was changed to 2:1, 3:1, 10:3, 4:1, 5:1, 20:3, and 10:1 to prepare The obtained catalyst was used in the dehydration reaction of fructose, and the reaction results are listed in Table 1.

[0017] Table 1.

[0018]

Embodiment 9-15

[0020] The catalyst was prepared according to the method of Example 1. The prepared catalyst was used for the dehydration reaction of fructose, and the volume ratio of deionized water to 1,4-dioxane was changed to 0:1, 1:99, 1:39, 1:12.3, 1:9, 1:5.7 and 1:4, the reaction results are listed in Table 2.

[0021] Table 2.

[0022]

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Abstract

The invention provides a method for the sulfonated polyaniline catalytic synthesis of 5-hydroxymethylfurfural from carbohydrates. According to the invention, metanilic acid and freshly distilled aniline are adopted as monomers, and ammonium persulfate is adopted as an oxidant. The monomers and the oxidant are subjected to reaction to synthesize a sulfonated polyaniline catalyst in a deionized water solution. Carbohydrates are subjected to dehydration reaction in a low-boiling-point organic solvent containing the deionized water to form the HMF. The sulfonated polyaniline catalyst is high in catalytic activity, and no by-product levulinic acid is generated. Meanwhile, the sulfonated polyaniline catalyst is stable in activity and can be repeatedly used. The above reaction is carried out in a low-boiling solvent, and the obtained HMF is easy in separation and purification. Meanwhile, the production energy consumption and the cost are low. Therefore, the method has a good industrial application prospect.

Description

Technical field [0001] The invention relates to a method for catalyzing carbohydrates to synthesize 5-hydroxymethyl furfural with sulfonated polyaniline. Background technique [0002] 5-Hydroxymethylfurfural (HMF) is the product of hexose removed from three molecules of water. It has a wide range of industrial uses. It is a monomer for polymer production and can also be used as a raw material to synthesize drugs and pharmaceutical intermediates. , Antifungal agents, macrocyclic ligands and liquid fuels are an important platform compound. [0003] HMF is usually produced by acid-catalyzed dehydration of carbohydrates. Because HMF is thermally unstable at high temperature, it is prone to hydration and decomposition under acid catalysis in aqueous solution to produce formic acid and levulinic acid, or condensation reaction with reaction intermediates to produce insoluble humin, so there are many by-products in the HMF production process. Product selectivity is low, separation and pu...

Claims

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Application Information

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IPC IPC(8): C07D307/46B01J31/06B01J37/00
CPCB01J31/06B01J37/00C07D307/46
Inventor 祝良芳代金杭胡常伟
Owner SICHUAN UNIV
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