Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Production of C-14 Levulinate Ester from Glucose Fermentation Liquors Catalyzed by Acidic Ionic Liquids in a Solvent-Free Self-Biphasic System
Technical Chemistry, Department of Chemistry, Chemical-Biological Centre, Umeå University, SE-90187 Umeå, Sweden.
Luleå University of Technology, Department of Engineering Sciences and Mathematics, Material Science.ORCID iD: 0000-0002-4628-3857
Technical Chemistry, Department of Chemistry, Chemical-Biological Centre, Umeå University, SE-90187 Umeå, Sweden. Industrial Chemistry & Reaction Engineering, Department of Chemical Engineering, Johan Gadolin Process Chemistry Centre, Åbo Akademi University, Biskopsgatan 8, FI-20500 Åbo-Turku, Finland.
2020 (English)In: ACS Omega, E-ISSN 2470-1343, Vol. 5, no 10, p. 4828-4835Article in journal (Refereed) Published
Abstract [en]

Herein, we present the C-14 levulinate ester of 2,3-butanediol as the product of sugar fermentation liquors. The designed Brønsted acidic ionic liquid (BAIL) catalysts enable self-induced phase separation with ester products, and the role of anions has been investigated. Esterification reactions were carried out by 2,3-butanediol (2,3-BDO) and levulinic acid in solvent-free media and low temperatures (60–105 °C). For comparison, sulfuric acid, amberlite IR-120, and sulfonic acid-functionalized pyridinium ionic liquids with different anions were utilized as a catalyst upon esterification reaction. The diester product, namely, butane-2,3-diyl bis(4-oxopentanoate), was formed with a good yield (85%) and selectivity (85%) after complete conversion of 2,3-BDO in 24 h at 80 °C. The low yield (8%) of the monoester was observed. The monoester and diester were separated by a liquid–liquid extraction method. The ester products were characterized by various instrumental techniques such as 1H and 13C NMR, GC–FID, LC–MS, and FT-IR spectroscopy. The Hammett acidity functions of BAILs were determined from UV–vis spectroscopy. The catalyst was successfully recycled and reused in the processes. The spent BAILs were reused in six consecutive cycles with only a ∼7% diminished diester yield and selectivity. The produced levulinate ester will be useful as biofuel additives, solvents, plasticizers, and other applications.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2020. Vol. 5, no 10, p. 4828-4835
Keywords [en]
Organic reactions, Catalysts, Solvents, Organic compounds, Ethyl groups
National Category
Other Materials Engineering
Research subject
Engineering Materials
Identifiers
URN: urn:nbn:se:ltu:diva-78223DOI: 10.1021/acsomega.9b03517PubMedID: 32201768Scopus ID: 2-s2.0-85081219571OAI: oai:DiVA.org:ltu-78223DiVA, id: diva2:1417140
Note

Validerad;2020;Nivå 2;2020-03-26 (alebob)

Available from: 2020-03-26 Created: 2020-03-26 Last updated: 2020-03-26Bibliographically approved

Open Access in DiVA

No full text in DiVA

Other links

Publisher's full textPubMedScopus

Authority records BETA

Nikjoo, Dariush

Search in DiVA

By author/editor
Nikjoo, Dariush
By organisation
Material Science
Other Materials Engineering

Search outside of DiVA

GoogleGoogle Scholar

doi
pubmed
urn-nbn

Altmetric score

doi
pubmed
urn-nbn
Total: 3 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf