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Selective oxidation method for furan alcohol or aldehyde compound

An aldehyde compound, furan alcohol technology, applied in chemical instruments and methods, chemical/physical processes, physical/chemical process catalysts, etc. Simple process, mild conditions and good catalyst stability

Active Publication Date: 2020-06-26
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2003, Nie et al. studied the use of activated carbon-supported ruthenium (Ru / C) to catalyze the selective oxidation of HMF to generate DFF, and obtained a DFF yield of 96%. However, the reaction system used a highly toxic toluene solvent, while The use of highly toxic organic solvents has greater harm to the human body and greater pollution to the environment, which does not meet the requirements of green and sustainable development

Method used

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  • Selective oxidation method for furan alcohol or aldehyde compound
  • Selective oxidation method for furan alcohol or aldehyde compound
  • Selective oxidation method for furan alcohol or aldehyde compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-8

[0048] Using the method described above, the active metals Ru, Pd, Pt, Ir, Co, Cu, and Ni were respectively loaded onto the apatite support Ca 5 (PO 4 ) 3 (OH), Mg 2 Ca 3 (PO 4 ) 3 (OH), Ce 5 (VO 4 ) 6 (OH) 2 , Ca 5 (PO 4 ) 3 (HCO 3 ), Na 10 (PO 4 ) 3 (OH), Ca 5 (PO 4 ) 3 F or Na 10 (PO 4 ) 3 (OH), thus obtaining the corresponding supported catalyst (see Table 1 for details). These catalysts were respectively used at 150°C and 1MPa oxygen in water solvent for 3h to catalyze the oxidation of HMF to prepare FDCA.

[0049] Specifically, 50 mg of HMF was added to a 50 mL reactor, and in the presence of the metal-loaded catalyst, 10 mL of water was added, the high-pressure oxygen cylinder was connected to the reactor, and the reactor was replaced by 6 inflation and deflation processes. Finally, set the oxygen pressure gauge to 1MPa by controlling the rotation of the pressure reducing valve, and use the programmed temperature control heating mantle to heat to ...

Embodiment 9-14

[0051] Using metal-loaded catalysts with different metal loadings (0.5-5% by mass), at 100° C., 2 MPa hydrogen, in n-hexane solvent, reacted for 15 h, and catalyzed the oxidation of HMF to prepare FDCA.

[0052] Specifically, 50 mg of HMF was added to a 50 mL reactor, and in the presence of the metal-loaded catalyst, 10 mL of n-hexane was added, the high-pressure oxygen cylinder was connected to the reactor, and the reactor was subjected to 6 inflation and deflation processes. Ventilate, and finally set the oxygen pressure gauge to 2MPa by controlling the rotation of the pressure reducing valve, and use the programmed temperature control heating mantle to heat to 100°C. Under the condition of magnetic stirring, after 15 hours of reaction, put the autoclave into the cold water bath for After cooling, vent the pressure in the reaction kettle, filter the mixture of catalyst and reaction solution with a filter membrane to separate the catalyst from the reaction solution, dilute the...

Embodiment 15～27

[0054] Use different metals Ru, Pd, Ir, Co, Cu, Ni or their combination Pd-Ir, Pd-Cu, Ru-Co, Cu-Co, Pd-Ni to load on the apatite carrier respectively (active component The metal-supported catalyst prepared by the loading amount of 1% by weight) was reacted for 4 hours at 80° C. and 2 MPa air in a γ-butyrolactone (GBL) solvent to catalyze the oxidation of HMF to prepare FDCA.

[0055] Specifically, 50 mg of HMF was added to a 50 mL reactor, and in the presence of the metal-supported catalyst, 10 mL of GBL was added, the high-pressure air bottle was connected to the reactor, and the reactor was replaced by 6 inflation and deflation processes. Finally, set the air pressure gauge to 2MPa by controlling the rotation of the pressure reducing valve, and use the programmed temperature control heating mantle to heat to 80°C. Under the condition of magnetic stirring, after 24 hours of reaction, put the high pressure reactor into a cold water bath for cooling After cooling, the pressure ...

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Abstract

The invention relates to a selective oxidization method for furan alcohol or aldehyde compounds. The method comprises steps as follows: a raw material compound is subjected to an oxidation reaction with air or pure oxygen in a solvent in the presence of a catalyst, wherein the solvent is water, an organic solvent or a mixture of water and the organic solvent, the catalyst is a supported metal catalyst with an active component supported on a carrier with a general formula of Ma(XOb)c(Z)d, M, X, Z, a, b, c and d are defined in the text, and the active component is selected from one or more transition metals of the VIIIB group and the IB group in the periodic table of the elements. By means of the method, furan aldehyde or acid can be prepared in a high conversion rate (up to 100%) or high-selectivity (up to 100%) manner, the method adopts a concise process, uses simple reaction equipment, is simple and convenient to operate, does not require additional alkali and is mild in reaction condition, the catalyst is cheap and easy to obtain, the product is easily separated from the catalyst and a solvent system, the reaction period is short, and the method is applicable to industrial production and has very wide application prospects.

Description

technical field [0001] The invention relates to a high-efficiency selective oxidation method for furan alcohol or aldehyde compounds. Background technique [0002] The continuous rise of oil prices and the increasing scarcity of oil resources have seriously threatened the chemical industry based on oil and affected the development of the national economy. Starting from renewable biomass sources, through efficient biological and chemical transformation, obtaining organic chemical intermediates with important application prospects, and seeking a reasonable and effective way for the utilization of biomass resources and the substitution of petrochemical products is the solution to this problem. effective measures for the problem. Furanaldehyde or acid compounds (such as 2,5-furandicarbaldehyde, 2,5-furandicarboxylic acid, furoic acid, etc.) are a class of important new chemical products with broad market application prospects. Furanaldehyde or acid compounds can be used as sta...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D307/68C07D307/46C07D307/48B01J27/185B01J23/648B01J23/847B01J27/18
CPCB01J23/6482B01J23/8472B01J27/1817B01J27/1853B01J27/1856C07D307/46C07D307/48C07D307/68
Inventor 张颖李闯
Owner UNIV OF SCI & TECH OF CHINA
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