Synthetic method of 5-hydroxymethylfurfural promoted by surfactant

A surfactant, hydroxymethyl furfural technology, applied in organic chemistry and other directions, can solve the problems of low utilization rate of raw material carbon, low HMF synthesis efficiency, high synthesis energy consumption, and reduce by-products such as small molecular organic acids and humins. The generation of raw material, high utilization rate of raw material carbon, high yield effect

Pending Publication Date: 2022-05-10
QINGDAO SANLI BENNUO CHEM IND +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] The present invention aims to provide a method for synthesizing 5-hydroxymethylfurfural promoted by surfactants, so as to overcome the disadvantages of low raw material carbon utilization rate, low HMF synthesis efficiency, and high synthesis energy consumption in the prior art.

Method used

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  • Synthetic method of 5-hydroxymethylfurfural promoted by surfactant
  • Synthetic method of 5-hydroxymethylfurfural promoted by surfactant
  • Synthetic method of 5-hydroxymethylfurfural promoted by surfactant

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Add magnetic stir bar, 500.0mg fructose, 0.95mL 1,4-dioxane, 0.05mL water, 5.0mg cetyltrimethylammonium bromide (CTAB) and 2.0mg H 2 SO 4 Catalyst, nitrogen purge for 3 minutes to remove the air in the thick-walled glass pressure tube. The temperature of the oil bath was raised to 140°C, and after the temperature became constant, a pressure-resistant tube was placed, and the reaction was stirred and heated for 15 minutes under airtight conditions. After the reaction stopped, the reaction system was naturally cooled to room temperature, and the solution was taken out for HPLC analysis. The yield of HMF was 63.3%.

Embodiment 2-15

[0015] According to the method of Example 1, under the condition of adding CTAB (5.0g / L) or not adding CTAB, using different concentrations of fructose as the substrate for reaction, the reaction conditions and results are listed in Table 1.

[0016] Table 1

[0017]

[0018]

Embodiment 16-18

[0020] According to the method of Example 1, different volume ratios of 1,4-dioxane and water were used as mixed solvents for the reaction. The reaction conditions and results are listed in Table 2.

[0021] Table 2

[0022] Example serial number V 1,4-二氧六环 :V 水

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Abstract

The invention relates to a synthetic method of 5-hydroxymethylfurfural promoted by a surfactant. According to the method, fructose is used as a raw material, 1, 4-dioxane and water are used as a mixed solvent, dodecyl trimethyl ammonium bromide, hexadecyl trimethyl ammonium bromide, hexadecyl dimethyl ethyl ammonium bromide, octadecyl trimethyl ammonium bromide or hexadecyl trimethyl ammonium chloride are used as surfactants, sulfuric acid is used as a catalyst, and the fructose is synthesized through a one-pot method. And synthesizing the 5-hydroxymethylfurfural in a closed reactor in which air is removed. According to the method, the surfactant is utilized to create a solvent microenvironment beneficial to fructose dehydration and timely removal of HMF, generation of by-products such as micromolecular organic acid and humin is reduced, and the utilization rate of raw material carbon is high; the method is suitable for the dehydration reaction of high-concentration fructose, and the synthesis efficiency of HMF is high; the method has the advantages of high HMF yield, few byproducts, easiness in separation and purification, low synthesis energy consumption and favorable industrial application prospect.

Description

technical field [0001] The invention relates to a method for synthesizing 5-hydroxymethylfurfural promoted by a surfactant. Background technique [0002] 5-Hydroxymethylfurfural (HMF) is an important biomass-based platform chemical, which can be used as a raw material to prepare a variety of fine chemicals through oxidation, hydrogenation, hydrodehydration, aldol condensation, amination, etc. Products, liquid fuels, polymer monomers, furan resins and other important downstream products, so it is known as the "sleeping giant" in the field of sustainable chemistry, and has not yet achieved large-scale production. Its synthesis research has received extensive and continuous attention from academia and industry. [0003] HMF is usually prepared from fructose by acid-catalyzed dehydration. However, under the action of an acid catalyst, the reaction often involves a variety of side reactions ( figure 1 ), such as: ① Fructose can generate by-products formic acid / acetic acid / levu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/46
CPCC07D307/46
Inventor 刘忠宝祝良芳王科胡叶欣王晓光胡常伟
Owner QINGDAO SANLI BENNUO CHEM IND
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