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Application of apatite substance in catalytic hydrogenation and tetrahydrofurfuryl alcohol preparation method

A technology for catalytic hydrogenation and tetrahydrofurfuryl alcohol, applied in chemical instruments and methods, physical/chemical process catalysts, organic chemistry, etc., can solve the problems of poor selectivity of tetrahydrofurfuryl alcohol, harsh catalytic reaction conditions of catalysts, etc., and achieve mild reaction conditions , high catalytic efficiency

Active Publication Date: 2017-07-21
UNIV OF SCI & TECH OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The heterogeneous catalysts supported by noble metals are relatively stable. The developed noble metal catalytic systems mainly include Ni-Pd / SiO 2 , Pd-Ir / SiO 2 、Ni-Pd / TiO 2 -ZrO 2 , Pd / MFI, Pd / Al 2 o 3 etc., but the catalytic reaction conditions of these catalysts are relatively harsh, and the selectivity to tetrahydrofurfuryl alcohol is poor

Method used

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  • Application of apatite substance in catalytic hydrogenation and tetrahydrofurfuryl alcohol preparation method
  • Application of apatite substance in catalytic hydrogenation and tetrahydrofurfuryl alcohol preparation method
  • Application of apatite substance in catalytic hydrogenation and tetrahydrofurfuryl alcohol preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] 1. The supported Pd catalyst used in the following examples is prepared according to the following method:

[0055] Using 0.456mg Pd(OAC) per ml 2 100mL of acetone solution, impregnated with 1.00g of apatite carrier HAP (Ca 5 (PO 4 ) 3 (OH)), stirred for 24 h until adsorption equilibrium was reached, filtered and washed with acetone, dried at 40°C for 10 h, and then washed with H at 280°C 2 Reduction 3 hours, obtain the loaded Pd catalyst that the mass fraction of loaded palladium is 1%, chemical formula is Pd / Ca 5 (PO 4 ) 3 (OH), abbreviated as Pd-HAP.

[0056] Electron microscopy analysis, X-ray diffraction analysis and thermogravimetric analysis were carried out on the carrier and the loaded product, the results can be found in Figure 1-5 . figure 1 It is the SEM photo of HAP in embodiment 1, figure 2 It is the SEM photo of Pd-HAP in embodiment 1, image 3 It is the AADF-STEM photo of Pd-HAP in embodiment 1, Figure 4 Be the XRD pattern of HAP and Pd-HAP...

Embodiment 2～6

[0064] 1. Load Pd to Mg separately 2 Ca 3 (PO 4 ) 3 (OH), Ce 5 (VO 4 ) 6 (OH) 2 , Ca 5 (PO 4 ) 3 (HCO 3 ), Ca 5 (PO 4 ) 3 F. Na 10 (PO 4 ) 3 On (OH) carrier, the supported Pd catalyst of different carrier is obtained, and preparation method is the same as embodiment 1.

[0065] 2. Using these catalysts respectively at 40° C., 1 MPa hydrogen gas, in isopropanol solvent, react for 3 h, and prepare tetrahydrofurfuryl alcohol by catalytic furfural hydrogenation one-pot method, and the reaction conditions are the same as in Example 1.

[0066] According to the gas chromatographic analysis method in Example 1, the catalytic furfural hydrogenation reaction solution was analyzed, and the results are shown in Table 1 for the results of experiment numbers 2-6.

Embodiment 7～12

[0072] The material (preparation method is similar to Example 1) loaded on the apatite carrier HAP with the metal Pd of different loads (0.5%, 1%, 2%, 3%, 4%, 5%) respectively, as a load Type metal catalyst, at 60 ℃, 2MPa hydrogen, in ethanol solvent, react for 4h, catalyze furfural hydrogenation one-pot method to prepare tetrahydrofurfuryl alcohol. Specifically include:

[0073] Add 100mg of furfural and 30mg of metal catalysts loaded on apatite carrier in a 50mL reactor, add 10mL of ethanol, set the hydrogen pressure to 2MPa, heat to 60°C, and react under stirring conditions. After 4 hours, cool, deflate, and filter to separate the catalyst from the reaction solution. After the reaction solution is diluted with isopropanol, it is analyzed by gas chromatography. The gas chromatographic conditions are the same as in Example 1, and the gas chromatographic analysis results of the three repeated experiments are shown in Table 1 for the results of experiment numbers 13-18.

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Abstract

The invention discloses application of an apatite substance in catalytic hydrogenation and a tetrahydrofurfuryl alcohol preparation method. The method can be used for an alcohol or alkane solvent system, furfural is completely hydrogenated in the hydrogen atmosphere of 0.1-6 MPa at the temperature of 0-200 DEG C under the effects of Pd-HAP prepared from hydroxyapatite and palladium metal by adopting an ion exchange method and other catalysts to generate the tetrahydrofurfuryl alcohol, and the method is provided for efficient utilization of biomass raw materials. The used catalysts can be used for high-conversion-rate and high-yield preparation of tetrahydrofurfuryl alcohol in the alcohol or alkane solvent system, and the conversion rate of the furfural and the yield of the furfural can be up to 100%. The tetrahydrofurfuryl alcohol preparation method is simple, reaction devices are simple, the operation is simple and convenient, a product and the catalysts are easy to separate, the catalysts are cheap and easy to obtain, and the catalysts have good hydrothermal stability and recycling performance, are suitable for industrial production and have a very broad application prospect.

Description

technical field [0001] The invention relates to the technical field of catalytic hydrogenation, in particular to an application of apatite-like substances in catalytic hydrogenation and a method for preparing tetrahydrofurfuryl alcohol, in particular to a method for preparing tetrahydrofurfuryl alcohol by selective hydrogenation of furfural . Background technique [0002] Furfural is an important biomass-based platform molecule, which is widely used in pharmaceutical, pesticide, resin, daily chemical and petroleum industries. So far, furfural is mainly produced from plant fibers, and it is also one of the few biomass-based platform chemicals that are commercially produced on a large scale using lignocellulosic biomass as raw materials. Because tetrahydrofurfuryl alcohol has degradability, low toxicity and strong stability, etc., it can be used as a relatively green solvent in industry. In the biomass conversion process, the selective hydrogenation conversion of furfural to...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/12B01J27/185
CPCB01J27/1856C07D307/12
Inventor 张颖李闯许光月
Owner UNIV OF SCI & TECH OF CHINA
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