Method for preparing 2,5-furandicarboxylic acid from 5-hydroxymethyl furfural

A technology for hydroxymethyl furfural and furandicarboxylic acid, which is applied in the field of preparing 2,5-furandicarboxylic acid from 5-hydroxymethyl furfural, can solve the problems of high cost, toxicity, environmental pollution and the like, and achieves high yield and, Highly selective, environmentally friendly effect

Active Publication Date: 2015-11-11
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Traditional catalysts use precious metal composite materials such as gold, palladium, and platinum. Because the oxidized product 2,5-furandicarboxylic acid has chelating properties, it can inhibit the active components of the catalyst, making it difficult to improve catalyst efficiency and product selectivity.
Although the use of noble metal double catalysts has achieved high-efficiency catalytic effects, it has also brought about the problem of expensive catalysts and high costs.
In recent years, it has been reported that copper is used as a catalyst. Although the cost problem is solved, the product selectivity is relatively low.
Most of the reports on the oxidation process of 5-hydroxymethylfurfural use strong oxidizing reagents, such as chromate, dichromate, permanganate, etc., and use the metered oxidation method. These oxidizing reagents are environmentally polluting and toxic. Shortcomings

Method used

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Examples

Experimental program
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Effect test

preparation example Construction

[0017] The preparation process of the catalyst is as follows: dissolving molybdate, tungstate, tungsten-containing heteropolyacid or molybdenum-containing heteropolyacid into deionized water, boiling and heating for 0.5-2h; then adding quaternary ammonium salt to obtain the solution; and then Boil the solution, cool it down to room temperature, and let it stand still to precipitate crystals or powders to obtain quaternary ammonium molybdate or quaternary ammonium tungstate.

[0018] The molar ratio of the molybdate, tungstate, tungsten-containing heteropolyacid or molybdenum-containing heteropolyacid to the quaternary ammonium salt is 1-4:1-2.

[0019] The tungsten-containing heteropolyacid or molybdenum-containing heteropolyacid is selenium-molybdenum heteropolyacid H 5 wxya 11 o 39 ·nH 2 O, tin molybdenum vanadium heteropoly acid H 9 SnMo 5 VO 24 ·6H 2 O, rare earth element-containing heteropoly acid H 2 {K(H 2 O) 2 Re(H 2 O) 5 [H 2 m 12 o 24 ]}·nH 2 O (Re=La...

Embodiment 1

[0023] Weigh 12gNa 2 MoO 4 .2H 2 O was dissolved in 100ml of deionized water, boiled under stirring, after continuous stirring for 30 minutes, 18.22g of 1-ethyl-3 methylimidazolium bromide [EMIM]Br was added, continuous stirring was carried out for 30 minutes, heated to boiling, and crystals precipitated after the solution cooled , to get the catalyst [EMIM] 4 Mo 8 o 26 . Weigh 1.134g of 5-hydroxymethylfurfural, 0.72g of NaOH, 0.113g of catalyst and 20ml of deionized water, put them into a 250ml three-neck flask, heat the solution to 98°C under magnetic stirring, and drop it into the reaction solution through a constant pressure dropping funnel Add 5ml of hydrogen peroxide, and the reaction is completed in 1.5 hours. After testing, the conversion rate of 5-hydroxymethylfurfural reaches 95%, and the selectivity of 2,5-furandicarboxylic acid reaches 96%.

Embodiment 2

[0025] Weigh 16gNa 2 WO 4 .2H 2 O was dissolved in 100ml of deionized water, boiled under stirring, and after continuous stirring for 30 minutes, 6.7g of [EMIM]Br was added, the solution was heated to boiling, and crystals were precipitated after the solution was cooled to obtain the catalyst [EMIM] 4 W 10 o 32 . Take 1.134g of 5-hydroxymethylfurfural, 0.72g of NaOH, 0.113g of catalyst and 20ml of deionized water, put them into a 250ml three-neck flask, heat the solution at 98°C under magnetic stirring, and drop 5ml into the reaction solution through a constant pressure dropping funnel Hydrogen peroxide, the reaction was completed in 3 hours. After testing, the conversion rate of 5-hydroxymethylfurfural reached 89%, and the selectivity of 2,5-furandicarboxylic acid was 96%.

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Abstract

The invention discloses a method for preparing 2,5-furandicarboxylic acid from 5-hydroxymethyl furfural. Quaternary ammonium molybdate and quaternary ammonium tungstate are taken as a catalyst; oxygen gas, hydrogen peroxide or air is taken as an oxidant; the catalyst and the oxidant are heated to 80-120 DEG C under an alkali environment so as to carry out selective oxidization on 5-hydroxymethyl furfural. According to the method, ammonium salt and molybdic acid or tungstic acidis utilized to structurally regulate the activity of the catalyst and the selectivity of a product; the used catalyst is high in activity, easy to recycle and good in stability; the oxidant adopted in the oxidization process is environmentally-friendly, green and pollution-free; high yield and high selectivity of the 2,5-furandicarboxylic acid can be obtained at a low temperature; and a conversion rate of the 5-hydroxymethyl furfural is higher than 90%.

Description

technical field [0001] The invention relates to the field of fine chemicals, in particular to a method for preparing 2,5-furandicarboxylic acid from 5-hydroxymethylfurfural. Background technique [0002] With the depletion of fossil fuels, the search for renewable and sustainable alternatives to fuels and chemicals has attracted worldwide attention. The chemical industry has focused their attention on production processes using environmentally friendly biomass resources. Biomass resources have the advantages of low price, abundant reserves, and renewable. Lignin, cellulose, and hemicellulose are important components of renewable resources. They can be decomposed into six-carbon sugars (glucose and fructose) under acidic conditions, and the six-carbon sugars are further dehydrated to generate 5-hydroxymethylfurfural. As one of the biomass resources, 5-hydroxymethylfurfural has become the compound with the most application value. It can be further oxidized to prepare 5-hydr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68B01J31/34
CPCB01J31/34B01J2231/70C07D307/68
Inventor 苏坤梅李双李振环
Owner TIANJIN POLYTECHNIC UNIV
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