Analysis of the Kinetics for Rhenium-Catalyzed Deoxydehydration of Vicinal Diols

Presenter

Luke Joseph

Campus

UMass Amherst

Sponsor

Friederike C. Jentoft, Department of Chemical Engineering, UMass Amherst

Schedule

Session 1, 10:30 AM - 11:15 AM [Schedule by Time][Poster Grid for Time/Location]

Location

Poster Board C33, Poster Showcase Room (163), Row 4 (C31-C40) [Poster Location Map]

Abstract

Deoxydehydration is a chemical reaction that simultaneously involves both deoxygenation and dehydration to selectively convert vicinal diols and polyols into olefins. This catalytic reaction facilitates the utilization of biomass-derived compounds, promoting their use over traditional fossil resources in the production of chemical intermediates and monomers. By effectively removing oxygen from compounds coming from a renewable resource, deoxydehydration presents a promising pathway towards more sustainable chemical manufacturing processes. Past research on deoxydehydration has primarily focused on developing new catalysts to maximize diol conversion and olefins yield, with oxido-rhenium catalysts being most promising in this regard. However, a comprehensive understanding of the kinetic rate laws that govern this reaction under varying conditions remains elusive. The objective of this research was to investigate the kinetic aspects of catalytic deoxydehydration. To achieve this, an experimental methodology was developed using in situ infrared spectroscopy, which detects molecular vibrations to monitor the composition of the reaction mixture continuously. This approach enabled data to be collected that make possible the formulation of a time-dependent rate law. Experiments were carried out with 1,2-decanediol, triphenylphosphine, and ammonium perrhenate serving as the substrate, reductant, and catalyst, respectively. Five different solvents were used to conduct these deoxydehydration reactions: 1-propanol, toluene, tetrahydrofuran, chlorobenzene, and 1,4-dioxane. The optimal solvent was assessed by two : firstly, by its ability to achieve complete dissolution of all reaction components, and secondly, by ensuring minimal interference with the spectral regions of interest.

Keywords

Deoxydehydration, Catalysis , Kinetics, Sustainability, Biomass

Research Area

Chemistry and Materials Science

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