A Heterogeneous Pt-ReOx/C Catalyst for Making Renewable Adipates in One Step from Sugar Acids

Jun Hee Jang; Insoo Ro; Phillip Christopher; Mahdi M. Abu-Omar

doi:10.1021/acscatal.0c04158

A Heterogeneous Pt-ReO_x/C Catalyst for Making Renewable Adipates in One Step from Sugar Acids

Jun Hee Jang, Insoo Ro, Phillip Christopher, Mahdi M. Abu-Omar

Dept. of Chemical and Biomolecular Engineering

University of California at Santa Barbara

Research output: Contribution to journal › Article › peer-review

27 Scopus citations

Abstract

Renewable adipic acid is a value-added chemical for the production of bioderived nylon. Here, the one-step conversion of mucic acid to adipates was achieved in high yield through deoxydehydration (DODH) and catalytic transfer hydrogenation (CTH) by a bifunctional Pt-ReOx/C heterogeneous catalyst with isopropanol as solvent and reductant. The Pt-ReOx/C catalyst is reusable and was regenerated at least five times. The catalyst exhibits a broad substrate scope of various diols. Spectroscopic studies of Pt-ReOx/C revealed ReVII and Pt0 as the relevant species for DODH and CTH, respectively. Isotope labeling experiments support a monohydride mechanism for CTH over Pt. This work demonstrates a reusable bifunctional catalyst for a one-step valorization of sugar acids to a practical monomer, which opens the door to multifunctional catalysis streamlining valorization of biomass-derived molecules.

Original language	English
Pages (from-to)	95-109
Number of pages	15
Journal	ACS Catalysis
Volume	11
Issue number	1
DOIs	https://doi.org/10.1021/acscatal.0c04158
State	Published - 1 Jan 2021

Keywords

bifunctional catalysis
deoxydehydration
heterogeneous catalysis
hydrogen transfer
sugar acids

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10.1021/acscatal.0c04158

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title = "A Heterogeneous Pt-ReOx/C Catalyst for Making Renewable Adipates in One Step from Sugar Acids",

abstract = "Renewable adipic acid is a value-added chemical for the production of bioderived nylon. Here, the one-step conversion of mucic acid to adipates was achieved in high yield through deoxydehydration (DODH) and catalytic transfer hydrogenation (CTH) by a bifunctional Pt-ReOx/C heterogeneous catalyst with isopropanol as solvent and reductant. The Pt-ReOx/C catalyst is reusable and was regenerated at least five times. The catalyst exhibits a broad substrate scope of various diols. Spectroscopic studies of Pt-ReOx/C revealed ReVII and Pt0 as the relevant species for DODH and CTH, respectively. Isotope labeling experiments support a monohydride mechanism for CTH over Pt. This work demonstrates a reusable bifunctional catalyst for a one-step valorization of sugar acids to a practical monomer, which opens the door to multifunctional catalysis streamlining valorization of biomass-derived molecules.",

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AU - Ro, Insoo

AU - Christopher, Phillip

AU - Abu-Omar, Mahdi M.

PY - 2021/1/1

Y1 - 2021/1/1

N2 - Renewable adipic acid is a value-added chemical for the production of bioderived nylon. Here, the one-step conversion of mucic acid to adipates was achieved in high yield through deoxydehydration (DODH) and catalytic transfer hydrogenation (CTH) by a bifunctional Pt-ReOx/C heterogeneous catalyst with isopropanol as solvent and reductant. The Pt-ReOx/C catalyst is reusable and was regenerated at least five times. The catalyst exhibits a broad substrate scope of various diols. Spectroscopic studies of Pt-ReOx/C revealed ReVII and Pt0 as the relevant species for DODH and CTH, respectively. Isotope labeling experiments support a monohydride mechanism for CTH over Pt. This work demonstrates a reusable bifunctional catalyst for a one-step valorization of sugar acids to a practical monomer, which opens the door to multifunctional catalysis streamlining valorization of biomass-derived molecules.

AB - Renewable adipic acid is a value-added chemical for the production of bioderived nylon. Here, the one-step conversion of mucic acid to adipates was achieved in high yield through deoxydehydration (DODH) and catalytic transfer hydrogenation (CTH) by a bifunctional Pt-ReOx/C heterogeneous catalyst with isopropanol as solvent and reductant. The Pt-ReOx/C catalyst is reusable and was regenerated at least five times. The catalyst exhibits a broad substrate scope of various diols. Spectroscopic studies of Pt-ReOx/C revealed ReVII and Pt0 as the relevant species for DODH and CTH, respectively. Isotope labeling experiments support a monohydride mechanism for CTH over Pt. This work demonstrates a reusable bifunctional catalyst for a one-step valorization of sugar acids to a practical monomer, which opens the door to multifunctional catalysis streamlining valorization of biomass-derived molecules.

KW - bifunctional catalysis

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A Heterogeneous Pt-ReO_x/C Catalyst for Making Renewable Adipates in One Step from Sugar Acids

Abstract

Keywords

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