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Method for preparing 2,5-furandimethanol by transfer hydrogenation of 5-hydroxymethylfurfural

A technology of hydroxymethyl furfural and furan dimethanol, which is applied in 2 fields, can solve the problems of low product selectivity, hydrogen hazardous equipment requirements, uncontrollable selectivity, etc., and achieves high product selectivity, large industrial application value, and preparation process. The effect of green environmental protection

Active Publication Date: 2019-09-06
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are generally problems such as low product selectivity / or uncontrollable selectivity, high temperature and high pressure hydrogen hazards, and high equipment requirements.

Method used

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  • Method for preparing 2,5-furandimethanol by transfer hydrogenation of 5-hydroxymethylfurfural

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Add 0.26g of 5-hydroxymethylfurfural, 0.1g of catalyst MnO@C-N(700) and 20mL of ethanol into a closed stainless steel reactor, and heat it to 170°C for 25h at a stirring speed of 600rpm. After the reaction, cool to room temperature. The catalyst is centrifuged and the reaction solution is tested. Through gas chromatography analysis, the calculated selectivity of 2,5-furandimethanol is greater than 95%, and the molar yield is 93%.

[0030] 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

[0032] Add 0.26g of 5-hydroxymethylfurfural, 0.1g of catalyst MnO@C-N(700) and 20mL of ethanol into a closed stainless steel reactor, and heat it to 170°C at a stirring speed of 600rpm for 20h. After the reaction, cool to room temperature. The catalyst is centrifuged and the reaction solution is tested. Through gas chromatography analysis, the calculated selectivity of 2,5-furandimethanol is greater than 95%, and the molar yield is 84%. .

Embodiment 3

[0034] Add 0.26g of 5-hydroxymethylfurfural, 0.1g of catalyst MnO@C-N(700) and 20mL of ethanol into a closed stainless steel reactor, and heat it to 170°C at a stirring speed of 600rpm for 10h. After the reaction, cool to room temperature. The catalyst is centrifuged and the reaction solution is tested. Through gas chromatography analysis, the calculated selectivity of 2,5-furandimethanol is greater than 95%, and the molar yield is 66%.

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Abstract

The invention discloses a method for preparing 2,5-furandimethanol by transfer hydrogenation of 5-hydroxymethylfurfural. The 5-hydroxymethylfurfural, a catalyst MnO@C-N and a lower alcohol are added into a stainless steel closed reactor for reaction at 150-200 DEG C for 1-30 h, and the materials are stirred at a rate of 300-900 rpm during the reaction. For the first time, the method of the invention uses the MnO@C-N as a catalyst to catalyze aldehyde to alcohol. The catalyst MnO@C-N used by the method uses renewable sucrose and urea as raw materials, and the preparation process is simple and environmentally friendly. The method uses the cheap lower alcohol as a hydrogen source for a reduction reaction, has the advantages of safe reaction process, simple operation and high product selectivity, and has great industrial application value.

Description

technical field [0001] The invention belongs to the technical field of 2,5-furandimethanol preparation, and in particular relates to a method for preparing 2,5-furandimethanol by transfer hydrogenation of 5-hydroxymethylfurfural. Background technique [0002] 2,5-furandimethanol can be prepared by selective hydrogenation of the biomass-based platform compound 5-hydroxymethylfurfural, which can be used in synthetic resins, pharmaceutical intermediates, artificial fibers and functional polyesters. [0003] Using transition metals (such as Au, Pt, Pd, Ru, Ir, Cu, Ni, Co, etc.) Conventional catalytic systems (J.Phys.Chem.C 2016, 120(28), 15129-15136; RSC Adv.2013, 3(4), 1033-1036; Green Chem.2014, 16(11), 4734-4739; Green Chem.2014, 16(9), 4110-4114: Rsc Adv.2016, 6(96), 93394-93397; GreenChem.2012, 14(5), 1413-1419; Catal.Today 2014, 234, 59- 65; Chem.Commun.2013, 49(63), 7034-6, Chemsuschem 2014, 7(8), 2266-2275; Rsc Adv 2017, 7(50), 31401-31407; Journal of Molecular Catalys...

Claims

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Application Information

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IPC IPC(8): C07D307/42B01J27/24
CPCB01J27/24C07D307/42
Inventor 曾宪海冯云超高哲邦孙勇唐兴林鹿
Owner XIAMEN UNIV
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