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2, 5-furandicarboxylic acid preparing method

A technology of furandicarboxylic acid and dimethyl sulfoxide, applied in the direction of organic chemistry and the like, can solve the problems of low efficiency and low concentration of reaction substrate, and achieve the effects of high efficiency, easy control of oxidation process and few by-products

Inactive Publication Date: 2019-04-23
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The purpose of the present invention is to overcome the deficiencies of the prior art, and provides a method for preparing 2,5-furandicarboxylic acid, which solves the problems of low reaction substrate concentration and low efficiency in the above-mentioned background technology

Method used

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  • 2, 5-furandicarboxylic acid preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1～6

[0025] In the autoclave of 20mL, add 0.7g 5-hydroxymethylfurfural (substrate concentration is 10wt%), 1.57g water and 4.73g polar aprotic solvent, described polar aprotic solvent comprises acetonitrile, dimethyl carbonate , tetrahydrofuran, ethyl acetate, γ-valerolactone, 1,4-epoxyhexane, N,N-dimethylformamide, dimethyl sulfoxide or methyl isobutyl ketone; Add 0.93g of sodium bicarbonate, then add 0.25g of ruthenium carbon (the molar ratio of 5-hydroxymethylfurfural to the active component Ru is 40:1) as a catalyst, add to a sealed reactor, feed 4MPa oxygen, and stir vigorously (500rpm), heated to 110°C and maintained for 10 hours, finished the reaction and cooled to room temperature and took samples, using HPLC (Water 2695) to carry out qualitative and quantitative detection, wherein acetonitrile, dimethyl carbonate, tetrahydrofuran, ethyl acetate, dimethyl The detection results of sulfoxide as a polar aprotic solvent are listed in Table 1 with numbers 1-6.

Embodiment 7～9

[0027] Add 0.7g 5-chloromethylfurfural (10wt% substrate concentration), 1.57g water and 4.73g 1,4-epoxyhexane to a 20mL autoclave, add 0.93g sodium bicarbonate, and then add 0.25g Ruthenium carbon (Ru loading 5%), Ru / ZrO 2 (Ru load 5%), Pt / Al 2 o 3 (Pt load 5%), Pd / ZrO 2 (Pd load 5%), Ru / Co 3 o 4 (Ru load 5%), Pt / Fe 3 o 4 (Pt loading 5%) any one (5-hydroxymethylfurfural and the molar ratio of the active component is 40:1) as a catalyst, add the sealed reactor, feed 4MPa oxygen, vigorously stir (500rpm ), heated to 140°C and maintained for 10 hours, finished the reaction and cooled to room temperature and took samples, using HPLC (Water 2695) for qualitative and quantitative detection, wherein ruthenium carbon (Ru loading 5%), Ru / ZrO 2 (Ru load 5%), Pt / Al 2 o 3 (Pt loading 5%) as the test results of the catalyst are listed in Table 1 as 7-9.

Embodiment 10～14

[0029] In the autoclave of 20mL, add 0.7g 5-hydroxymethyl furfural (substrate concentration is 10wt%), 1.57g water and 4.73g dimethyl sulfoxide, add 0.45g sodium hydroxide, 0.59g sodium carbonate, 0.77g Any one of potassium carbonate, 1.11g potassium bicarbonate or 0.62g potassium hydroxide, then add 0.25g ruthenium carbon (the molar ratio of 5-hydroxymethylfurfural to the active component Ru is 40:1) as a catalyst , add a sealed reactor, feed 4MPa oxygen, stir vigorously (500rpm), heat to 110°C and keep for 10 hours, finish the reaction and cool to room temperature and take samples, use HPLC (Water 2695) to carry out qualitative and quantitative detection, and the detection results are listed in The serial numbers in Table 1 are 10-14.

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Abstract

The invention discloses a 2, 5-furandicarboxylic acid preparing method. The 2, 5-furandicarboxylic acid preparing method comprises adding a mixture of reaction substrate and a double-component solventsystem into a reactor, then adding in catalysts and alkali, sealing up the reactor, then passing the reactor through a gas source containing oxygen, heating the reactor for reaction to obtain 2, 5-furandicarboxylate, and after the reaction is completed, regulating the pH of reaction liquor with concentrated hydrochloric acid to obtain 2, 5-furandicarboxylic acid. The 2, 5-furandicarboxylic acid preparing method is high in concentration of the reaction substrate as well as yield and purity of target products, energy-efficient and environmentally friendly, thereby having a good application prospect.

Description

technical field [0001] The invention belongs to the field of chemistry and chemical engineering, and in particular relates to a method for preparing 2,5-furandicarboxylic acid. Background technique [0002] At present, the development of human society has entered the fast lane, and the demand for energy is increasing day by day. Fossil energy, which is the main energy source at present, is being depleted at an accelerated rate. High emissions and high pollution are incompatible. Biomass is the only renewable resource that can replace fossil energy to provide human beings with liquid fuels, materials and chemicals. As an important bio-based platform compound, 5-hydroxymethylfurfural can obtain many high-value chemicals through oxidation, reduction, condensation, and ring opening. Among them, 2,5-furandicarboxylic acid obtained by selective oxidation of 5-hydroxymethylfurfural and its derivatives is an important organic compound intermediate, and was listed as one of the 12 ...

Claims

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Application Information

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IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 唐兴刘淮孙勇曾宪海林鹿雷廷宙
Owner XIAMEN UNIV
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