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Method for preparing hexanedioic acid from furan-2,5-dicarboxylic acid

A technology of dicarboxylic acid and adipic acid is applied in the preparation of carboxylate, chemical instruments and methods, preparation of organic compounds, etc., to achieve the effect of reducing production costs

Active Publication Date: 2017-08-04
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

To date, large-scale production of high-value industrial chemicals from furan-2,5-dicarboxylic acids has not been achieved

Method used

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  • Method for preparing hexanedioic acid from furan-2,5-dicarboxylic acid
  • Method for preparing hexanedioic acid from furan-2,5-dicarboxylic acid

Examples

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preparation example Construction

[0063] Hydrogenation catalyst 2%Ru / TiO 2 Preparation of:

[0064] 0.1mol / L of RuCl 2 Solution 2.1mL and 3.0mL deionized water were mixed, stirred evenly, and then the TiO 2 1.00 g of the carrier was added to the mixture, stirred and impregnated at room temperature for 10 hours, evaporated to dryness, and then dried in an oven at 110° C. for 12 hours to obtain a catalyst precursor. The loading amount of Ru is 2% (mass percentage). The precursor prepared in the above steps was placed in a quartz tube, first calcined at 500 ° C in air for 4 h, and then in 20% H 2 +N 2 Reduction at a temperature of 200°C for 3 hours to obtain a supported 2% Ru / TiO 2 catalyst.

[0065] Prepare 2% Rh / ZrO as above 2 and 2%Pt / TiO 2 .

[0066] Hydrodeoxygenation catalyst 2%Ir / 40%WO 3 / TiO 2 (co-loaded) preparation:

[0067] Mix 0.76g ammonium metatungstate with 5.0mL water, stir evenly, and then put TiO 2 1.00 g of the carrier was added to the mixture, stirred and impregnated at room tempe...

Embodiment 1

[0071] The preparation of embodiment 1, adipic acid

[0072] 1. Preparation of tetrahydrofuran-2,5-dicarboxylic acid (THFDCA)

[0073] In a 30mL autoclave, add 0.2g of the 2% Ru / TiO prepared above 2 Catalyst, 1g FDCA and 10mL water (the mass percentage composition of FDCA is 10%), after the reactor is airtight, fill the residual air in the 2MPa hydrogen replacement reactor, after repeating three times, charge 4MPa hydrogen in the reactor, put The reaction kettle was placed on a heating furnace and heated to a reaction temperature of 120° C., and stirred and reacted at a rotation speed of 700 rpm for 6 hours. After the reaction, take out the reaction kettle from the heating furnace, cool to room temperature, reduce the pressure in the kettle to normal pressure, open the lid of the kettle, take out the liquid-solid mixture and separate it by suction filtration, set the volume of the obtained liquid to 50mL, and use high-efficiency Analysis was performed by liquid chromatograph...

Embodiment 2

[0077] Embodiment 2, prepare adipic acid by tetrahydrofuran-2,5-dicarboxylic acid (THFDCA)

[0078] With 2%Rh / ZrO 2 +WO 3 as a catalyst.

[0079] In a 30mL autoclave, add 0.2g2%Rh / ZrO 2 +WO 3 Catalyst (wherein the molar ratio of Rh and THFDCA is about 1:30) and 2% THFDCA aqueous solution prepared in 10mL embodiment 1, after the reactor is airtight, fill the residual air in 2MPa hydrogen replacement reactor, after repeating three times, to reaction The kettle was filled with 2MPa hydrogen gas, the reaction kettle was placed on a heating furnace to be heated to a reaction temperature of 100° C., and the reaction was stirred and reacted at a rotation speed of 700 rpm for 20 hours. After the reaction finished, take out the reaction kettle from the heating furnace, cool to room temperature, reduce the pressure in the kettle to normal pressure, open the lid, take out the liquid-solid mixture and separate it by suction filtration, and analyze the liquid obtained by liquid chromat...

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Abstract

The invention discloses a method for preparing hexanedioic acid. The method comprises a step of converting furan-2,5-dicarboxylic acid or tetrahydrofuran-2,5-dicarboxylic acid into hexanedioic acid in water through a chemical catalysis method, wherein the step is specifically selected from any one of the following steps (1)-(3): (1) enabling tetrahydrofuran-2,5-dicarboxylic acid to react with hydrogen under catalysis of a hydrodeoxygenation catalyst to obtain hexanedioic acid; (2) enabling furan-2,5-dicarboxylic acid to react with hydrogen under catalysis of a hydrogenation catalyst and a hydrodeoxygenation catalyst to obtain hexanedioic acid; and (3) carrying out the substeps of (1) enabling furan-2,5-dicarboxylic acid to react with hydrogen under catalysis of a hydrogenation catalyst to obtain tetrahydrofuran-2,5-dicarboxylic acid and (2) enabling tetrahydrofuran-2,5-dicarboxylic acid to react with hydrogen under catalysis of the hydrodeoxygenation catalyst to obtain hexanedioic acid. According to the method, water is used as a solvent; other impurity elements are not introduced except for the used heterogeneous catalyst, so that the production cost is further reduced; meanwhile, the method is more environmentally friendly.

Description

technical field [0001] The invention relates to a method for preparing adipic acid, in particular to a method for preparing adipic acid from furan-2,5-dicarboxylic acid. Background technique [0002] At present, the fuels and chemicals needed for the development of human society are strongly dependent on fossil resources. However, the non-renewability and uneven distribution of fossil resources make it difficult to fully meet people's growing needs. [0003] Known alternatives that can be used to replace traditional fossil resources include solar energy, water energy, wind energy, hydrogen energy, nuclear energy, geothermal energy, biomass energy, etc. Among various renewable energy sources, biomass energy is the only recognized renewable organic carbon source on earth that can provide both energy and chemicals for human beings. The fuel converted by it is mainly emitted into the atmosphere as the final product of carbon dioxide, and carbon dioxide will also be absorbed by...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C51/377C07C55/14
Inventor 刘海超孙乾辉李宇明
Owner PEKING UNIV
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