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Biomass-based furan dicarboxylic acid-metal hybrid material and preparation method and application thereof

A technology based on furandicarboxylic acid and furandicarboxylic acid, which is applied in the field of biomass-based furandicarboxylic acid-metal hybrid materials and its preparation, can solve the problems of low catalytic activity, harsh reaction conditions, and poor stability, and achieve high selectivity , the preparation method is simple, the effect of mild reaction conditions

Active Publication Date: 2019-05-24
NANJING AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0016] The purpose of the present invention is to address the disadvantages of low catalytic activity, harsh reaction conditions, and poor stability of existing metal oxides in the MPV reduction reaction. Renewable FDCA is selected as the organic ligand and metal ions (M) as the inorganic center. A porous hybrid material (FDCA-M) with uniform distribution of acid-base active sites and stable structure was synthesized by method, which showed high activity and reusability in catalytic MPV reduction reaction

Method used

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  • Biomass-based furan dicarboxylic acid-metal hybrid material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] (1) Preparation of furandicarboxylic acid-hafnium (FDCA-Hf) hybrid materials

[0046] Weigh 1.5mmol of hafnium tetrachloride (0.48g), 1.5mmol of FDCA (0.23g) and 1mL of formic acid into a hydrothermal reaction polytetrafluoroethylene inner village (volume 25mL) filled with 15.5mL of DMF (200mmol). Stir well at room temperature for 15 min to form a homogeneous mixture. Then, the polytetrafluoroethylene was put into a reactor and sealed, and transferred to a muffle furnace, and left to age at 120° C. for 24 hours. After the heat treatment was completed, the hydrothermal reactor was naturally cooled to room temperature, and the filtered white solid was washed with DMF, ethanol, and acetone three times in sequence, dried in vacuum at 80°C for 5 hours, and finally ground to obtain furandicarboxylic acid-hafnium (FDCA-Hf) hybrid materials.

[0047] Through SEM diagram, TEM diagram, STEM-HAADF element distribution diagram ( figure 1 ) It can be seen that the furandicarboxyl...

Embodiment 2

[0054] Use the catalyst regenerated in Example 1 to catalyze the transfer hydrogenation of ethyl levulinate to prepare γ-valerolactone. The amount of raw materials and reaction conditions are the same as in Example 1. Naphthalene is used as the internal standard to make a standard curve, and the reaction mixture is detected by gas chromatography. The yield of gamma-valerolactone was 97%, and the conversion rate of ethyl levulinate was 100%.

Embodiment 3

[0063] (1) Preparation of furandicarboxylic acid-zirconium (FDCA-Zr) hybrid materials

[0064] Weigh 1mmol of zirconium tetrachloride (0.233g) and 1mmol of FDCA (0.156g) into the hydrothermal reaction polytetrafluoroethylene inner village (25mL in volume) filled with 11.6mL of DMF (150mmol), stir well at room temperature 30min to form a homogeneous mixture. Then, the polytetrafluoroethylene was put into a reaction kettle and sealed, and transferred to a muffle furnace, and aged at 160° C. for 12 hours. After the heat treatment was completed, the hydrothermal reaction vessel was naturally cooled to room temperature, and the filtered white solid was washed three times with DMF, ethanol, and acetone respectively, dried in vacuum at 80°C for 5 hours, and finally ground to obtain a solid catalyst.

[0065] (2) Catalyzing the reduction reaction of ethyl levulinate MPV to prepare γ-valerolactone

[0066] The solid catalyst prepared in this example was used to catalyze the transfer ...

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Abstract

The invention discloses a biomass-based furan dicarboxylic acid-metal hybrid material. The porous hybrid material with uniform acid-base active site distribution is obtained through the steps that with furan dicarboxylic acid as an organic ligand, metal ions as an inorganic center and formic acid as an acid-base site regulator, the furan dicarboxylic acid and the metal ions are self-assembled through a solvothermal method, and then washing and drying are conducted. The invention further discloses a method for selectively catalyzing an MPV reduction reaction by using the hybrid material. The method comprises the steps that aldehyde or ketone is dissolved in alcohol, and with the furan dicarboxylic acid-metal hybrid material as a catalyst, a reaction is conducted for 0.5-8 h at 80-180 DEG C,wherein the mass ratio of the catalyst to the aldehyde or ketone is 1:(1-10), and the concentration of the aldehyde or ketone in the alcohol is 0.1-1.0 mol / L. The furan dicarboxylic acid-metal hybridmaterial is stable in structure and has high applicability to the MPV reduction reaction of different kinds of aldehyde or ketone, and under the same conditions, the catalytic efficiency of the hybrid material is significantly higher than that of corresponding metal oxide.

Description

technical field [0001] The invention relates to a biomass-based furandicarboxylic acid-metal (FDCA-M) hybrid material and its preparation method and application, in particular to an organic-inorganic hybrid with uniform distribution of acid-base active sites, stable structure and sustainable The material and its preparation method, and the application of the material in catalyzing Meerwein-Ponndorf-Verley (MPV) reduction reaction. Background technique [0002] In an inert gas atmosphere, a series of porous carbon-based materials can be prepared by calcination or pyrolysis of biomass followed by functional modification, which have been proved to be used in fuel cells, gas adsorption and separation, drug transport, catalysis and other fields [1-4] . As a more convenient and easy-to-regulate method, natural small organic molecules (such as polyphenols, porphyrins, phytic acid, etc.) 2+ , Fe 3+ 、Zr 4+ etc.) can simulate the natural structure through self-assembly, and then p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/68B01J31/22C07D307/33C07D307/44C07C33/02C07C29/14
CPCY02P20/584
Inventor 李虎方真
Owner NANJING AGRICULTURAL UNIVERSITY
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