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Method for preparing dimethyl furan-2,5-dicarboxylate by oxidizing and esterifying 5-hydroxymethyl furfural

A technology of dimethyl diformate and hydroxymethylfurfural, which is applied in organic chemistry and other fields, can solve the problems of low yield and harsh reaction conditions, and achieve the effects of high selectivity, short reaction time and mild reaction conditions

Active Publication Date: 2019-08-27
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Existing studies have shown that the use of noble metal catalysts has outstanding effects on the oxidation and catalysis of 5-HMF, but it is necessary to add alkalis such as sodium hydroxide or practical bromine in the reaction, and the concentration of alkali or bromine in the reaction has a significant effect on the reaction of 5-hydroxymethylfurfural. Conversion rate and the selectivity of dimethyl furan-2,5-dicarboxylate have great influence, easily generate by-products such as 5-hydroxymethyl furoate methyl ester in the reaction process, and in the prior art, most of reaction needs Carried out at higher pressure and higher temperature, has the disadvantages of harsh reaction conditions or low yield

Method used

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  • Method for preparing dimethyl furan-2,5-dicarboxylate by oxidizing and esterifying 5-hydroxymethyl furfural
  • Method for preparing dimethyl furan-2,5-dicarboxylate by oxidizing and esterifying 5-hydroxymethyl furfural

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Embodiment 1

[0039] Under room temperature conditions, 1.6g of chloroauric acid and 1g of sodium citrate were dissolved in 600mL of deionized water during stirring, and after fully dissolving, 1g of polyvinylpyrrolidone (PVP, molecular weight 8000-10000) and 9.4g of lanthanum nitrate were added, completely Add 0.3kg TiO after dissolving2 Powder, continue to stir and slowly raise the temperature to 75°C, continue to stir at this temperature for 14 hours and then cool down to room temperature, pour out the upper liquid after standing still, wash the lower precipitate with deionized water until no chloride ions are detected in the solution, and dry at 100°C After 24 hours, it was calcined in air at 300°C for 24 hours to obtain the catalyst La-Au / TiO 2 . The mass percentages of La and Au in the catalyst are 1% and 0.1% respectively.

Embodiment 2

[0041] Catalyst preparation condition is the same as embodiment 1, and lanthanum nitrate is replaced with cerium nitrate, obtains catalyst Ce-Au / TiO 2 , wherein the mass percentages of Ce and Au in the catalyst are 1% and 0.1% respectively.

Embodiment 3

[0043] Catalyst preparation condition is the same as embodiment 1, and lanthanum nitrate is replaced with cerium nitrate, obtains catalyst Sc-Au / TiO 2 , wherein the mass percentages of Sc and Au in the catalyst are 1% and 0.1% respectively.

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Abstract

The invention discloses a method for preparing dimethyl furan-2,5-dicarboxylate by oxidizing and esterifying 5-hydroxymethyl furfural. The method comprises the following steps: using air and / or oxygenas an oxidant and using methanol as a solvent and a reactant without adding alkali or bromine; using a gold-based catalyst for catalyzing oxidation and esterification of 5-hydroxymethylfurfural to synthesize dimethyl furan-2,5-dicarboxylate. The method provided by the invention has high selectivity for dimethyl furan-2,5-dicarboxylate, and can ensure that a conversion rate of 5-hydroxymethyl furfural is greater than 95% and the selectivity of dimethyl furan-2,5-dicarboxylate is greater than 99%.

Description

technical field [0001] The invention relates to the technical field of catalytic oxidation, in particular to a method for preparing dimethyl furan-2,5-dicarboxylate. Background technique [0002] 5-Hydroxymethylfurfural (5-HMF) is an important chemical raw material. As a furan structure compound, 5-Hydroxymethylfurfural can be converted into Fuels, polymer materials, pharmaceuticals, pesticides and many other high value-added products. The catalytic oxidation product dimethyl furan-2,5-dicarboxylate can be used to prepare bio-based polyester, which has Polyester materials such as propylene glycol ester also have excellent performance, and have the characteristics of renewable and degradable resources, and can be used as raw materials for the production of degradable plastics. [0003] 5-HMF is composed of a furan ring, an aldehyde group and a hydroxyl group. The oxidation process of 5-HMF is a process of co-oxidation of the aldehyde group and hydroxyl group, so its product...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 黄家辉吕强
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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