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New route to glucose-derived terephthalic acid using zeolite catalysts

Pacheco, Joshua J. and Davis, Mark E. (2014) New route to glucose-derived terephthalic acid using zeolite catalysts. In: 248th American Chemical Society National Meeting & Exposition, August 10-14, 2014, San Francisco, CA. https://resolver.caltech.edu/CaltechAUTHORS:20140811-125156249

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Abstract

A new series of zeolite-catalyzed Diels-Alder cycloaddn. and dehydrative aromatization reactions between oxygenated furan dienes and ethylene are reported. It is found that pure Lewis-acid zeolites (Sn-BEA) are catalysts for the conversion of 5-substituted furoic acid derivs. and ethylene to 4-substituted benzoic acid derivs. For example, the diene, Me 5-(methoxymethyl)-furan-2-carboxylate, is converted to the dehydrated Diels-Alder product upon reaction with high-pressure (1000 psig) ethylene at 190°C (selectivity can be over 50%). The arom. product of this reaction, Me 4-(methoxymethyl)benzoate, can be used to produce terephthalic acid or its diester via oxidn. This new reaction pathway opens a completely new route for the prodn. of terephthalic acid starting from glucose-derived HMF (5-hydroxymethyl-2-furfural) and ethylene, and avoids any costly redn. steps.


Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription
http://www.acs.org/content/acs/en/meetings/fall-2014.htmlOrganizationConference Website
ORCID:
AuthorORCID
Davis, Mark E.0000-0001-8294-1477
Additional Information:© 2014 American Chemical Society.
Record Number:CaltechAUTHORS:20140811-125156249
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20140811-125156249
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:48303
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:11 Aug 2014 20:53
Last Modified:09 Mar 2020 13:18

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