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A kind of preparation method of 2,5-furandicarboxylic acid diester

A technology of furandicarboxylate diester and methanol, applied in 2 fields, can solve the problems of increased production cost, difficulty of catalyst recovery, low product yield and the like, and achieves the effects of low price, high product yield and mild reaction conditions

Active Publication Date: 2020-12-18
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

When non-precious metals are used as catalysts, the product yield is low or multiple catalysts are required for synergistic catalysis, which increases the production cost and the difficulty of catalyst recovery (Catalysis Communications, 2017, 90: 91-94; ChemSusChem 2014, 7, 3334-3340; ChemCatChem 2016 , 8, 2907-2911; Chinese patent application number: CN201410453425.8)

Method used

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  • A kind of preparation method of 2,5-furandicarboxylic acid diester

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 0.05g of 5-hydroxymethylfurfural, 0.1g of ZIF-67C (800), 5mL of methanol and 0.015g of anhydrous sodium carbonate into a closed stainless steel reactor and fill it with 2Mpa O 2 , heated to 100° C. for 12 h at a stirring speed of 600 rpm, and cooled to room temperature after the reaction was completed. The catalyst is separated by a magnetic rotor, and the reaction solution is detected. After gas chromatography analysis, the calculated molar yield of 2,5-furandicarboxylic acid dimethyl was 95%.

[0023] The GC-MS collection of illustrative plates of the 2,5-furandicarboxylic acid dimethyl that the present embodiment makes is as follows figure 1 shown.

Embodiment 2

[0025] Add 0.05g of 5-hydroxymethylfurfural, 0.1g of ZIF-67C (800), 5mL of methanol and 0.015g of anhydrous sodium carbonate into a closed stainless steel reactor and fill it with 2Mpa O 2 , heated to 100° C. for 5 h at a stirring speed of 600 rpm, and cooled to room temperature after the reaction was completed. The catalyst is separated by a magnetic rotor, and the reaction solution is detected. After gas chromatography analysis, the calculated molar yield of 2,5-furandicarboxylic acid dimethyl was 91%.

Embodiment 3

[0027] Add 0.05g of 5-hydroxymethylfurfural, 0.1g of ZIF-67C (800), 5mL of methanol and 0.015g of anhydrous sodium carbonate into a closed stainless steel reactor and fill it with 2Mpa O 2 , heated to 100° C. for a reaction for 1 h at a stirring speed of 600 rpm, and cooled to room temperature after the reaction was completed. The catalyst is separated by a magnetic rotor, and the reaction solution is detected. Through gas chromatography analysis, the calculated molar yield of dimethyl 2,5-furandicarboxylate was 84%.

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Abstract

The invention discloses a preparation method of 2,5-furandicarboxylic diester. 5-hydroxymethylfurfural is catalyzed by ZIF-67C to prepare the 2,5-furandicarboxylic diester. The ZIF-67C adopted as a catalyst is simple to prepare, has a low price, and can be easily recovered by magnetrons due to the self magnetism. The preparation method has the advantages of simple reaction system, mild reaction conditions and high product yield. The problem of high price of a noble metal used as the catalyst and the problem of low product yield of a non-noble metal used as the catalyst in existing researches are solved in the invention.

Description

technical field [0001] The invention belongs to the technical field of organic catalytic synthesis, and in particular relates to a preparation method of 2,5-furandicarboxylic acid diester. Background technique [0002] Both 2,5-furandicarboxylic acid and 2,5-furandicarboxylic acid diester can be used as polymerized monomers instead of p-toluenesulfonic acid in polyester and plastic industries. Compared with 2,5-furandicarboxylic acid, 2,5-furandicarboxylic acid diester, especially dimethyl 2,5-furandicarboxylate is easier to separate and purify because of its lower boiling point. At the same time, the transesterification reaction is easier to carry out than the esterification reaction, so 2,5-furandicarboxylic acid diester has more advantages in synthesizing polyester. [0003] 2,5-furandicarboxylic acid diester is generally obtained by esterification of 2,5-furandicarboxylic acid and alcohol under acidic conditions. In a small amount of existing reports directly preparing...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 曾宪海冯云超孙勇唐兴林鹿
Owner XIAMEN UNIV