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Electrochemical Coupling of Biomass-Derived Acids: New C₈ Platforms for Renewable Polymers and Fuels.

ABSTRACT: Electrolysis of biomass-derived carbonyl compounds is an alternative to condensation chemistry for supplying products with chain length >C₆ for biofuels and renewable materials production. Kolbe coupling of biomass-derived levulinic acid is used to obtain 2,7-octanedione, a new platform molecule only two low process-intensity steps removed from raw biomass. Hydrogenation to 2,7-octanediol provides a chiral secondary diol largely unknown to polymer chemistry, whereas intramolecular aldol condensation followed by hydrogenation yields branched cycloalkanes suitable for use as high-octane, cellulosic gasoline. Analogous electrolysis of an itaconic acid-derived methylsuccinic monoester yields a chiral 2,5-dimethyladipic acid diester, another underutilized monomer owing to lack of availability.

SUBMITTER: Wu L

PROVIDER: S-EPMC5324636 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Electrochemical Coupling of Biomass-Derived Acids: New C8 Platforms for Renewable Polymers and Fuels.

Wu Linglin L Mascal Mark M Farmer Thomas J TJ Arnaud Sacha Pérocheau SP Wong Chang Maria-Angelica MA

ChemSusChem 20161222 1

Electrolysis of biomass-derived carbonyl compounds is an alternative to condensation chemistry for supplying products with chain length >C6 for biofuels and renewable materials production. Kolbe coupling of biomass-derived levulinic acid is used to obtain 2,7-octanedione, a new platform molecule only two low process-intensity steps removed from raw biomass. Hydrogenation to 2,7-octanediol provides a chiral secondary diol largely unknown to polymer chemistry, whereas intramolecular ald ...[more]

PMID: 27873475

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