A method for selective catalytic oxidation of biomass-based furan compounds

A technology for catalytic oxidation of furan, which is applied in the preparation of organic compounds, catalysts for physical/chemical processes, catalysts for organic compounds/hydrides/coordination complexes, etc., and can solve complex, impractical, and costly production and purification processes. High cost and other problems, achieve the effect of intermittent and continuous production, simple process and simple operation

Active Publication Date: 2020-02-18
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Yet although the effect of using 5-hydroxymethylfurfural and fructose to prepare maleic anhydride is very good, because the production and purification process of 5-hydroxymethylfurfural and fructose are very complicated, the cost of producing them as industrial raw materials is high, not realistic

Method used

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  • A method for selective catalytic oxidation of biomass-based furan compounds
  • A method for selective catalytic oxidation of biomass-based furan compounds
  • A method for selective catalytic oxidation of biomass-based furan compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1. Ionic liquid 1‐(4‐sulfonic acid butyl)‐3‐methylimidazolium phosphomolybdenum divanadate copper salt (BSmimCuH 2 PMo 10 V 2 o 40 ) preparation

[0028] (1) Weigh an equimolar amount of methylimidazole and butane sultone to react at 30°C for 18h; the product obtained after the reaction is washed with ether and dried under vacuum at 50°C to obtain a white solid inner salt 1-methyl- 3‐butanesulfonate imidazole;

[0029] (2) Phosphomolybdovanadium heteropolyacid H 5 PMo 10 V 2 o 40 Dissolve in deionized water, stir until completely dissolved; weigh the corresponding molar amount of basic copper carbonate according to the ratio of basic copper carbonate: heteropoly acid molar mass of 1:2, and slowly add it to phosphomolybdenum divanadium heteropoly acid h 5 PMo 10 V 2 o 40 solution, stirred at room temperature for 18h, then removed the solvent with a rotary evaporator at 70°C, and dried in vacuum at 50°C for 48h to obtain the heteropolyacid salt CuH 3 PMo 10 ...

Embodiment 2

[0037] The difference between this embodiment and embodiment 1 is:

[0038] 1. Ionic liquid 1‐(4‐sulfonic acid butyl)‐3‐methylimidazolium phosphomolybdate BSmimH 2 PMo 12 o 40 Preparation of:

[0039] (1) Weigh an equimolar amount of methylimidazole and butane sultone to react at 45°C for 24 hours; after the reaction, wash with ether and dry under vacuum at 65°C to obtain the white solid inner salt 1-methyl-3- Butanesulfonate imidazole;

[0040] (2) Weigh the heteropolyacid H of equimolar amount 3 PMo 12 o 40 And the internal salt 1‐methyl‐3‐butanesulfonic imidazole prepared above, the heteropolyacid H 3 PMo 12 o 40 After dissolving the inner salt and the inner salt respectively with deionized water, the inner salt solution was added dropwise to the heteropoly acid H while stirring. 3 PMo 12 o 40 In the solution, react at room temperature for 48h;

[0041] (3) After the reaction, the solvent was removed by rotary evaporation to obtain a yellow solid, which was vac...

Embodiment 3

[0046] The difference between this embodiment and embodiment 1 is:

[0047] 1. Ionic liquid 1‐(4‐sulfonic acid butyl)‐3‐methylimidazolium phosphomolybdate copper salt (BSmimCuPMo 12 o 40 ) preparation

[0048] (1) Weigh an equimolar amount of methylimidazole and butane sultone to react at 30°C for 18 hours; after the reaction, wash with ether and dry under vacuum at 50°C to obtain a white solid internal salt 1-methyl-3- Butanesulfonate imidazole;

[0049] (2) phosphomolybdic acid is dissolved in deionized water, stirred until phosphomolybdic acid is completely dissolved; by basic copper carbonate: the molar mass of phosphomolybdic acid is the ratio of 1:2 to take the basic copper carbonate of corresponding molar quantity, Slowly added to the phosphomolybdic acid solution, stirred at room temperature for 18 hours, then removed the solvent with a rotary evaporator at 70°C, and dried in vacuum at 50°C for 48 hours to obtain the heteropoly salt CuHPMo 12 o 40 ;

[0050] (3) ...

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PUM

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Abstract

The invention discloses a method of selectively catalytically oxidizing a biomass-based furan compound. The method comprises the following step of: by taking a heteropolyacid functional ionic liquid as a catalyst and an alcohol solution as a reaction medium, obtaining dicarboxylic acid or dicarboxylate in the conditions that the reaction temperature is 100-150 DEG C, the reaction time is 1-3h and the oxygen pressure is 0.5-1.0MPa, wherein over 62.35% of difumarate selectivity is obtained. The single chemical yield and selectivity for oxidizing preparation of a biomass-based furan derivative are far higher than those of the prior art. The method has the remarkable advantage that an ionic liquid catalyst can be recovered and recycled by simply adjusting the temperature. The method disclosed by the invention is mild in reaction condition, green and safe in process and simple to operate, and can realize intermittent and continuous production.

Description

technical field [0001] The invention belongs to the technical field of high-value utilization of biomass, and in particular relates to a method for preparing dicarboxylic acids and esters thereof through selective catalytic oxidation of biomass-based furan compounds catalyzed by heteropolyacid-type functionalized ionic liquids. Background technique [0002] Biomass is the only carbon-containing renewable resource discovered so far. Compared with fossil energy, biomass has low sulfur content and CO 2 Advantages such as zero emission. In recent years, the efficient conversion of biomass to prepare biofuels and platform compounds through chemical or biological methods has been well developed. Biomass-based furan compounds, a biomass chemical platform compound that can be prepared from polysaccharide components in biomass through hydrolysis and dehydration processes, have been used as raw materials for the production of furfuryl alcohol, tetrahydrofuran methanol, furan and fur...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/00C07C69/60C07C69/40C07C69/675B01J31/02B01J27/188B01J27/19B01J23/28B01J23/30
CPCB01J23/28B01J23/30B01J27/188B01J27/19B01J31/0285B01J31/0298B01J2231/70C07C67/00C07C69/60C07C69/40C07C69/675
Inventor 龙金星黎英文李雪辉宋畅华汤洛
Owner SOUTH CHINA UNIV OF TECH
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