Mechanistic aspects of hydrodeoxygenation of p-methylguaiacol over Rh/silica and Pt/silica

Florent P. Bouxin; Xingguang Zhang; Iain N. Kings; Adam F. Lee; Mark J. H. Simmons; Karen Wilson; S. David Jackson

doi:10.1021/acs.oprd.8b00211

Mechanistic aspects of hydrodeoxygenation of p-methylguaiacol over Rh/silica and Pt/silica

Florent P. Bouxin, Xingguang Zhang, Iain N. Kings, Adam F. Lee, Mark J. H. Simmons, Karen Wilson, S. David Jackson

Chemical Engineering

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Abstract

The mechanism of p-methylguaiacol (PMG) hydrodeoxygenation (HDO) has been examined over two Rh/silica catalysts and a Pt/silica catalyst at 300 °C and 4 barg hydrogen. Sequential conversion of PMG to 4-methylcatechol is followed by m- and p-cresol formation and finally toluene production, although direct conversion of PMG to p-cresol is favored over a commercial Rh/silica catalyst. Dehydroxylation and hydrogenation are shown to occur over metal functions, while demethylation and demethoxylation are favored over the fumed silica support. A mechanistic pathway for HDO of PMG is proposed.

Original language	English
Journal	Organic Process Research and Development
Early online date	29 Aug 2018
DOIs	https://doi.org/10.1021/acs.oprd.8b00211
Publication status	E-pub ahead of print - 29 Aug 2018

Keywords

hydrodeoxygenation
mechanism
p-methylguaiacol
platinum
rhodium

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Florent_P_Bouxin_Mechanistic_aspects_of_hydrodeoxygenation_Organic_Process_Research_and_Development_2018
Checked for eligibility: 14/09/2018 This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Process Research and Development, copyright © American Chemical Society after peer review and technical editing by the publisher.
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@article{c0744e6174a141148dc2e230829f25ee,

title = "Mechanistic aspects of hydrodeoxygenation of p-methylguaiacol over Rh/silica and Pt/silica",

abstract = "The mechanism of p-methylguaiacol (PMG) hydrodeoxygenation (HDO) has been examined over two Rh/silica catalysts and a Pt/silica catalyst at 300 °C and 4 barg hydrogen. Sequential conversion of PMG to 4-methylcatechol is followed by m- and p-cresol formation and finally toluene production, although direct conversion of PMG to p-cresol is favored over a commercial Rh/silica catalyst. Dehydroxylation and hydrogenation are shown to occur over metal functions, while demethylation and demethoxylation are favored over the fumed silica support. A mechanistic pathway for HDO of PMG is proposed.",

keywords = "hydrodeoxygenation, mechanism, p-methylguaiacol, platinum, rhodium",

author = "Bouxin, {Florent P.} and Xingguang Zhang and Kings, {Iain N.} and Lee, {Adam F.} and Simmons, {Mark J. H.} and Karen Wilson and Jackson, {S. David}",

year = "2018",

month = aug,

day = "29",

doi = "10.1021/acs.oprd.8b00211",

language = "English",

journal = "Organic Process Research and Development",

issn = "1083-6160",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Mechanistic aspects of hydrodeoxygenation of p-methylguaiacol over Rh/silica and Pt/silica

AU - Bouxin, Florent P.

AU - Zhang, Xingguang

AU - Kings, Iain N.

AU - Lee, Adam F.

AU - Simmons, Mark J. H.

AU - Wilson, Karen

AU - Jackson, S. David

PY - 2018/8/29

Y1 - 2018/8/29

N2 - The mechanism of p-methylguaiacol (PMG) hydrodeoxygenation (HDO) has been examined over two Rh/silica catalysts and a Pt/silica catalyst at 300 °C and 4 barg hydrogen. Sequential conversion of PMG to 4-methylcatechol is followed by m- and p-cresol formation and finally toluene production, although direct conversion of PMG to p-cresol is favored over a commercial Rh/silica catalyst. Dehydroxylation and hydrogenation are shown to occur over metal functions, while demethylation and demethoxylation are favored over the fumed silica support. A mechanistic pathway for HDO of PMG is proposed.

AB - The mechanism of p-methylguaiacol (PMG) hydrodeoxygenation (HDO) has been examined over two Rh/silica catalysts and a Pt/silica catalyst at 300 °C and 4 barg hydrogen. Sequential conversion of PMG to 4-methylcatechol is followed by m- and p-cresol formation and finally toluene production, although direct conversion of PMG to p-cresol is favored over a commercial Rh/silica catalyst. Dehydroxylation and hydrogenation are shown to occur over metal functions, while demethylation and demethoxylation are favored over the fumed silica support. A mechanistic pathway for HDO of PMG is proposed.

KW - hydrodeoxygenation

KW - mechanism

KW - p-methylguaiacol

KW - platinum

KW - rhodium

U2 - 10.1021/acs.oprd.8b00211

DO - 10.1021/acs.oprd.8b00211

M3 - Article

SN - 1083-6160

JO - Organic Process Research and Development

JF - Organic Process Research and Development

ER -

Mechanistic aspects of hydrodeoxygenation of p-methylguaiacol over Rh/silica and Pt/silica

Abstract

Keywords

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