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Method for preparing dimethyl furan-2,5-dicarboxylate

A technology of dimethyl furandicarboxylate and nitric acid, applied in directions such as organic chemistry, can solve problems such as high cost and complicated process, and achieve the effects of simple process route and high product yield

Active Publication Date: 2018-11-27
UNIV OF SCI & TECH OF CHINA
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Problems solved by technology

[0005] In order to overcome the above-mentioned problems of high cost and complex process, the invention provides a method for oxidative esterification of 5-HMF to 2,5-dimethyl furandicarboxylate, said method comprising: under the condition of alkali presence, Use methanol as solvent, under normal pressure, feed oxygen or air, and convert 5-hydroxymethylfurfural (5-HMF) into dimethyl 2,5-furandicarboxylate through catalyst action at 40-70°C

Method used

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  • Method for preparing dimethyl furan-2,5-dicarboxylate
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  • Method for preparing dimethyl furan-2,5-dicarboxylate

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Embodiment 1

[0033] Add 126mg 5-HMF and 1.26g methanol into a 15mL pressure-resistant tube, pass through normal pressure (or 1atm) air or oxygen, use 0.2eq potassium carbonate as base, add 0.02mol Pd / C, 0.02mol Cu(NO 3 ) 2 and 0.02mol ZrO(NO 3 ) 2 The composed homogeneous or heterogeneous catalyst is heated to 60°C under magnetic stirring, the stirring rate is 800r / min, and the reaction is stirred for 10h. After the reaction is completed, cool to room temperature, sample and dilute, and measure the content of 2,5-dimethyl furandicarboxylate by high performance liquid chromatography (HPLC). High performance liquid chromatography detection conditions: Hitachi L2000HPLC System, Alltech C18 Column, mobile phase CH 3 OH:H 2 O=20:80, flow rate: 1.0 mL / min, column temperature: 30° C., detector: DAD, detection wavelength: 284 nm. The product was determined to be dimethyl 2,5-furandicarboxylate by HPLC, and the yield of dimethyl 2,5-furandicarboxylate was 8%.

Embodiment 2

[0035] Concrete reaction process and detection method are identical with embodiment 1, just change catalyzer into Pd / C, Cu(NO 3 ) 2 and Ni(NO 3 ) 2 . As a result, the product obtained was dimethyl 2,5-furandicarboxylate, and the yield was 11%.

Embodiment 3

[0037] Concrete reaction process and detection method are identical with embodiment 1, just change catalyzer into Pd / C, Cu(NO 3 ) 2 and Ce(NO 3 ) 2 . As a result, the product obtained was dimethyl 2,5-furandicarboxylate, and the yield was 15%.

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Abstract

The invention discloses a method for preparing dimethyl furan-2,5-dicarboxylate. The dimethyl furan-2,5-dicarboxylate preparation method comprises the following steps of: introducing oxygen or air inthe presence of alkali by using methanol as a solvent at a normal pressure, and converting 5-hydroxymethyl furfural into the dimethyl furan-2,5-dicarboxylate preparation method at the temperature of 40-70 DEG C under the action of a catalyst. The dimethyl furan-2,5-dicarboxylate preparation method can be carried out at normal pressures and the temperature of 40-70 DEG C and has potential industrial application prospect; the product yield is high; the process route is simple.

Description

technical field [0001] The invention relates to a method for preparing 2,5-dimethyl furandicarboxylate, in particular to a method for preparing dimethyl 2,5-furandicarboxylate from 5-hydroxymethylfurfural (5-HMF) . Background technique [0002] Environmental pollution, climate warming, and resource and energy crises caused by the extensive use of petrochemical resources have increasingly become the focus of global academic and industrial circles. The development of green and renewable biomass resources is the top priority of current research. The conversion of renewable biomass energy into high value-added chemicals is of great significance for the sustainable development of chemistry. [0003] 5-HMF is an important biomass platform molecule, which can be prepared by hydrolysis of glucose or fructose. It is listed by the US Department of Energy as one of the most important biological platform compounds in the 21st century, and has important biological substitution value and...

Claims

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Application Information

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IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 傅尧李锋李兴龙
Owner UNIV OF SCI & TECH OF CHINA
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