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One-pot one-step method for preparing 2,5-furandicarboxylic acid from fructose

A technology of furandicarboxylic acid and fructose, which is applied in the field of bio-based polymer monomer preparation, can solve the problems of increased preparation cost, long separation time, complicated operation, etc., so as to save separation cost and time, reduce raw material loss, and improve economical efficiency. effect of benefit

Active Publication Date: 2020-08-07
INST OF PROCESS ENG CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method is cumbersome to operate and requires the introduction of separation and purification steps, resulting in the input of additional solvent and separation energy, which requires a long separation time. In addition, the subsequent oxidation of HMF still requires the introduction of noble metal catalysts, which increases the preparation cost.

Method used

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  • One-pot one-step method for preparing 2,5-furandicarboxylic acid from fructose
  • One-pot one-step method for preparing 2,5-furandicarboxylic acid from fructose
  • One-pot one-step method for preparing 2,5-furandicarboxylic acid from fructose

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-5

[0020] 1g of ionic liquid [Bmim]Cl and raw material fructose with a mass ratio of 1.80:100, 0.01g of Amberlyst-15, Nafion-NR50, CrCl 3 ·6H 2 O, FeCl 3 ·6H 2 O or AlCl 3 , and 0.01g Fe 0.6 Zr 0.4 o 2Put the catalyst into a 50ml autoclave with PTFE liner, seal the autoclave well, wash the autoclave with oxygen for three times, then react the autoclave at 160°C for 24h under 2Mpa oxygen, then quickly cool it to room temperature, and end the reaction . The products were qualitatively and quantitatively analyzed with Shimazu LC-20A. The influence of different dehydration catalysts on the reaction is detailed in No. 1-5 in Table 1.

[0021] The influence of table one embodiment 1-5 different dehydration catalysts on reaction

[0022]

[0023] 2. Effect of different oxidation catalysts on the reaction

Embodiment 6-14

[0025] 1g of ionic liquid [Bmim]Cl and raw material fructose with a mass ratio of 1.80:100, 0.01g of Amberlyst-15 solid acid catalyst, and 0.01g of CeO 2 , Fe 2 o 3 , ZrO 2 , Ce 0.5 Zr 0.5 o 2 , Ce 0.5 Fe 0.5 o 2 , Fe 0.5 Zr 0.5 o 2 , Fe 0.2 Zr 0.8 o 2 , Fe 0.8 Zr 0.2 o 2 or Ce 0.5 Fe 0.15 Zr 0.35 o 2 Put the catalyst into a 50ml autoclave with PTFE liner, seal the autoclave well, wash the autoclave with oxygen for three times, then react the autoclave at 160°C for 24h under 2Mpa oxygen, then quickly cool it to room temperature, and end the reaction . The products were qualitatively and quantitatively analyzed with Shimazu LC-20A. The influence of different dehydration catalysts on the reaction is shown in No. 6-14 in Table 2.

[0026] The influence of table two embodiment 6-14 different oxidation catalysts on reaction

[0027]

[0028] 3. Effect of different ionic liquids on the reaction

Embodiment 15-23

[0030] 1g ionic liquid [Bmim]DMP, [Bmim]Br, [Emim]Cl, [Emim]Br, [Hmim]Cl, [Omim]Cl, [Dmim]Cl, [C 12 mim]Cl and [C 14 mim]Cl and the raw material fructose that its mass ratio is 1.80:100, 0.01gAmberlyst-15 solid acid catalyst, and 0.01gFe 0.6 Zr 0.4 o 2 Add the oxidation catalyst to a 50ml autoclave with PTFE liner, seal the autoclave well, wash the autoclave with oxygen for three times, then react the autoclave at 160°C for 24 hours under 2Mpa oxygen, then quickly cool it to room temperature, and finish reaction. The products were qualitatively and quantitatively analyzed with Shimazu LC-20A. The influence of different dehydration catalysts on the reaction is shown in No. 15-23 in Table 3.

[0031] The influence of table three embodiment 15-23 different ionic liquids on reaction

[0032]

[0033] 4. The influence of different oxidants on the reaction

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Abstract

The invention relates to a One-pot and one-step method for preparing a polymer monomer 2,5-furandicarboxylic acid from relatively cheap fructose as a raw material, through catalytic dehydration and selective catalytic oxidation in a non-alkaline reaction system. According to the method, solid acid and chlorinated salt are used as a dehydration catalyst, single oxides or composite oxides of non-noble metals such as cerium, iron and zirconium are used as an oxidation catalyst, ionic liquid is used as a solvent, air or oxygen is used as an oxidant, a separating step is not required, and under a certain reaction condition, the 2,5-furandicarboxylic acid is prepared through one-step catalytic conversion of the fructose. The cheap fructose is used as the raw material, so that the cost of the rawmaterial is greatly reduced; the cheap non-noble metal oxidation catalyst is used for replacing the conventional noble metal oxidation catalyst, so that the cost of the catalyst is greatly reduced; the ionic liquid is used as the solvent, so that introduction of the separating step (removal of the dehydration catalyst and purification of HMF) and strong alkali is avoided, and thus the preparationprocess of 2,5-furandicarboxylic acid is simpler, more economical and more environmentally-friendly.

Description

technical field [0001] The invention belongs to the field of preparation of renewable and degradable bio-based polymer monomers, and specifically relates to a method of preparing polymer monomers by catalytic dehydration and selective catalytic oxidation in a non-alkali reaction system using relatively cheap fructose as a raw material 2,5-furandicarboxylic acid (FDCA) method. Background technique [0002] As we all know, many existing plastic products, including textiles, electronic products, beverage containers and packaging for personal care products, are all made of polyethylene terephthalate (PET), and the annual global consumption is about 56 million tons. The raw materials of this material are petroleum-based terephthalic acid and ethylene glycol, which are non-renewable and non-biodegradable, have great dependence on fossil resources, and more importantly, cause serious pollution to the environment. According to incomplete statistics, 5 to 13 million tons of plastic ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/68
CPCC07D307/68
Inventor 晏冬霞辛加余吕兴梅董会贤高凯张锁江
Owner INST OF PROCESS ENG CHINESE ACAD OF SCI
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