Synthesis of Pd/Pyrochlore Catalysts for Conversion of Furanic Aldehydes to Cyclopentanone Compounds

Description:

­Background
Upgrading furanic aldehydes (such as furfural or 5-hydroxymethyl furfural) to cyclopentanone compounds (such as cyclopentanone or 3-hydroxymethyl cyclopentanone) is of high significance for the synthesis of high-value chemicals and biomass utilization. Developing an efficient reduced metal/acidic support with Lewis acidity may be the key to facilitating the carbonyl hydrogenation and hydrolysis steps in the hydrogenative ring-rearrangement reaction.



Invention Description
Researchers at Arizona State University have developed a method for catalytic conversion of furanic aldehydes (e.g., furfural or 5-hydroxymethyl furfural) to cyclopentanone compounds (e.g., cyclopentanone or 3-hydroxymethyl cyclopentanone) over a Pd/pyrochlore catalyst. Pyrochlore compounds are based on the general formula A2B2O7, where A and B are different metals. The Lewis acidity can be tuned by varying the metal type and composition, thereby facilitating the initial carbonyl hydrogenation and subsequent steps to form cyclopentanones. An efficient reduced metal/acidic support with Lewis acidity can facilitate the carbonyl hydrogenation and hydrolysis steps in the hydrogenative ring-rearrangement reaction. Example systems include three pure Lewis acidic pyrochlore supports of the form A2B2O7: La2Sn2O7, Y2Sn2O7, and Y2(Sn0.7Ce0.3)2O7‑δ

The Lewis acidity and the surface properties of the pyrochlore can be tuned by inserting different kinds of A and B site metals. After impregnation, Pd nanoparticles with appropriate particle sizes are uniformly loaded on the surface of pyrochlore. For the reaction of the furanic aldehydes, these pyrochlore-based catalysts exhibit hydrogenation and hydrolysis rates that are both faster than those of traditional support-based catalysts due at least in part to the oxygen vacancy and pure Lewis acidity of the support. 

Among these pyrochlore-based catalysts, Pd/Y2Sn2O7 exhibits activity and selectivity higher than those of Pd/La2Sn2O7. Moreover, the Y2Sn2O7-based catalyst partially substituted by Ce3+ ions at the B site is more efficient, with a cyclopentanone yield and a 3-hydroxymethyl cyclopentanone yield of 95.0% and 92.5%, respectively. 


Potential Applications
Production of cyclopentanone compounds for:
•  Resins
•  Lubricating oils
•  Vitamins
•  Biofuels


Related Publication: Hydrogenative Ring-Rearrangement of Biobased Furanic Aldehydes to Cyclopentanone Compounds over Pd/Pyrochlore by Introducing Oxygen Vacancies


Research Homepage of Professor Shuguang Deng
 

Case ID:
M21-202P
Published:
04-08-2022
Last Updated:
04-08-2022

Inventor(s):

Shuguang Deng Qiang Deng

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