Unraveling the reaction mechanism of selective C9 monomeric phenols formation from lignin using Pd-Al2O3-activated biochar catalyst

Lakshmiprasad Gurrala; M Midhun Kumar; Attada Yerrayya; Prabu Kandasamy; Pedro Castaño; T Raja; Giovanni Pilloni; Changyub Paek; R Vinu

doi:10.1016/j.biortech.2021.126204

Unraveling the reaction mechanism of selective C9 monomeric phenols formation from lignin using Pd-Al2O3-activated biochar catalyst

Lakshmiprasad Gurrala, M Midhun Kumar, Attada Yerrayya, Prabu Kandasamy, Pedro Castaño, T Raja, Giovanni Pilloni, Changyub Paek, R Vinu

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

19 Scopus citations

Abstract

The conversion of biomass-derived lignin to valuable monomeric phenols at high selectivity is of paramount importance for sustainable biorefineries. In this study, a novel Pd-Al2O3 supported on activated biochar catalyst is developed for lignin hydrogenolysis. The catalyst characterization revealed that the (1 1 1) planes of both of Pd0 and Al2O3 were exposed to the surface. The maximum lignin conversion of 70.4% along with high liquid yield (∼57 wt%) was obtained at 240 °C, 3 h and 3 MPa H2 pressure. The total monomeric phenols yield in the liquid was 51.6 wt%, out of which C9 monomeric guaiacols constituted ∼ 30.0 wt% with 38.0% selectivity to 4-propyl guaiacol. Using the reaction intermediate, coniferyl alcohol, chemoselective hydrogenation of Cα=Cβ is proved to occur over the Pd site, while dehydroxylation of Cγ–OH is shown to occur over the alumina site. An impressive carbon atom economy of 60% was achieved for the production of monomeric phenols.

Original language	English (US)
Pages (from-to)	126204
Journal	Bioresource technology
DOIs	https://doi.org/10.1016/j.biortech.2021.126204
State	Published - Oct 28 2021

Bibliographical note

KAUST Repository Item: Exported on 2021-11-29
Acknowledgements: The corresponding author thanks ExxonMobil Research and Engineering (EMRE), U.S.A., for the research funding to IIT Madras. The authors thank KAUST Supercomputing Laboratory (KSL) for providing the supercomputing resources. The National Center for Combustion Research and Development at IIT Madras is funded by Department of Science and Technology, Govt. of India.

ASJC Scopus subject areas

Bioengineering
Environmental Engineering
Waste Management and Disposal

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10.1016/j.biortech.2021.126204

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title = "Unraveling the reaction mechanism of selective C9 monomeric phenols formation from lignin using Pd-Al2O3-activated biochar catalyst",

abstract = "The conversion of biomass-derived lignin to valuable monomeric phenols at high selectivity is of paramount importance for sustainable biorefineries. In this study, a novel Pd-Al2O3 supported on activated biochar catalyst is developed for lignin hydrogenolysis. The catalyst characterization revealed that the (1 1 1) planes of both of Pd0 and Al2O3 were exposed to the surface. The maximum lignin conversion of 70.4% along with high liquid yield (∼57 wt%) was obtained at 240 °C, 3 h and 3 MPa H2 pressure. The total monomeric phenols yield in the liquid was 51.6 wt%, out of which C9 monomeric guaiacols constituted ∼ 30.0 wt% with 38.0% selectivity to 4-propyl guaiacol. Using the reaction intermediate, coniferyl alcohol, chemoselective hydrogenation of Cα=Cβ is proved to occur over the Pd site, while dehydroxylation of Cγ–OH is shown to occur over the alumina site. An impressive carbon atom economy of 60% was achieved for the production of monomeric phenols.",

author = "Lakshmiprasad Gurrala and {Midhun Kumar}, M and Attada Yerrayya and Prabu Kandasamy and Pedro Casta{\~n}o and T Raja and Giovanni Pilloni and Changyub Paek and R Vinu",

note = "KAUST Repository Item: Exported on 2021-11-29 Acknowledgements: The corresponding author thanks ExxonMobil Research and Engineering (EMRE), U.S.A., for the research funding to IIT Madras. The authors thank KAUST Supercomputing Laboratory (KSL) for providing the supercomputing resources. The National Center for Combustion Research and Development at IIT Madras is funded by Department of Science and Technology, Govt. of India.",

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T1 - Unraveling the reaction mechanism of selective C9 monomeric phenols formation from lignin using Pd-Al2O3-activated biochar catalyst

AU - Gurrala, Lakshmiprasad

AU - Midhun Kumar, M

AU - Yerrayya, Attada

AU - Kandasamy, Prabu

AU - Castaño, Pedro

AU - Raja, T

AU - Pilloni, Giovanni

AU - Paek, Changyub

AU - Vinu, R

N1 - KAUST Repository Item: Exported on 2021-11-29 Acknowledgements: The corresponding author thanks ExxonMobil Research and Engineering (EMRE), U.S.A., for the research funding to IIT Madras. The authors thank KAUST Supercomputing Laboratory (KSL) for providing the supercomputing resources. The National Center for Combustion Research and Development at IIT Madras is funded by Department of Science and Technology, Govt. of India.

PY - 2021/10/28

Y1 - 2021/10/28

N2 - The conversion of biomass-derived lignin to valuable monomeric phenols at high selectivity is of paramount importance for sustainable biorefineries. In this study, a novel Pd-Al2O3 supported on activated biochar catalyst is developed for lignin hydrogenolysis. The catalyst characterization revealed that the (1 1 1) planes of both of Pd0 and Al2O3 were exposed to the surface. The maximum lignin conversion of 70.4% along with high liquid yield (∼57 wt%) was obtained at 240 °C, 3 h and 3 MPa H2 pressure. The total monomeric phenols yield in the liquid was 51.6 wt%, out of which C9 monomeric guaiacols constituted ∼ 30.0 wt% with 38.0% selectivity to 4-propyl guaiacol. Using the reaction intermediate, coniferyl alcohol, chemoselective hydrogenation of Cα=Cβ is proved to occur over the Pd site, while dehydroxylation of Cγ–OH is shown to occur over the alumina site. An impressive carbon atom economy of 60% was achieved for the production of monomeric phenols.

AB - The conversion of biomass-derived lignin to valuable monomeric phenols at high selectivity is of paramount importance for sustainable biorefineries. In this study, a novel Pd-Al2O3 supported on activated biochar catalyst is developed for lignin hydrogenolysis. The catalyst characterization revealed that the (1 1 1) planes of both of Pd0 and Al2O3 were exposed to the surface. The maximum lignin conversion of 70.4% along with high liquid yield (∼57 wt%) was obtained at 240 °C, 3 h and 3 MPa H2 pressure. The total monomeric phenols yield in the liquid was 51.6 wt%, out of which C9 monomeric guaiacols constituted ∼ 30.0 wt% with 38.0% selectivity to 4-propyl guaiacol. Using the reaction intermediate, coniferyl alcohol, chemoselective hydrogenation of Cα=Cβ is proved to occur over the Pd site, while dehydroxylation of Cγ–OH is shown to occur over the alumina site. An impressive carbon atom economy of 60% was achieved for the production of monomeric phenols.

UR - http://hdl.handle.net/10754/673791

UR - https://linkinghub.elsevier.com/retrieve/pii/S0960852421015467

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DO - 10.1016/j.biortech.2021.126204

M3 - Article

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JO - Bioresource technology

JF - Bioresource technology

ER -

Unraveling the reaction mechanism of selective C9 monomeric phenols formation from lignin using Pd-Al2O3-activated biochar catalyst

Abstract

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