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    Mediating acid-catalyzed conversion of levoglucosan into platform chemicals with various solvents

    Access Status
    Fulltext not available
    Authors
    Hu, Xun
    Wu, L.
    Wang, Yi
    Mourant, Daniel
    Lievens, Caroline
    Gunawan, Richard
    Li, Chun-Zhu
    Date
    2012
    Type
    Journal Article
    
    Metadata
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    Citation
    Hu, X. and Wu, L. and Wang, Y. and Mourant, D. and Lievens, C. and Gunawan, R. and Li, C. 2012. Mediating acid-catalyzed conversion of levoglucosan into platform chemicals with various solvents. Green Chemistry. 14 (11): pp. 3087-3098.
    Source Title
    Green Chemistry
    DOI
    10.1039/c2gc35961h
    ISSN
    14639262
    School
    Department of Chemical Engineering
    URI
    http://hdl.handle.net/20.500.11937/39689
    Collection
    • Curtin Research Publications
    Abstract

    Acid-catalyzed conversions of levoglucosan have been investigated in mono-alcohols, poly-alcohols, water, chloroform, toluene, acetone, N,N-dimethyl formamide, dimethyl sulfoxide and some mixed solvents, aiming to mediate conversion of sugars into platform chemicals with solvents. The mono-alcohols can stabilize soluble polymers and thus suppress formation of insoluble polymers. Water does not have such an effect, leading to lower yields of levulinic acid. Chloroform cannot effectively dissolve levoglucosan, leading to “dissolving” of levoglucosan in the catalyst and the consequent rapid polymerization. Acetone reacted with sugars, forming substantial amounts of polymer. N,N-Dimethyl formamide poisoned the acid resin catalyst, leading to negligible conversion of levoglucosan. Dimethyl sulfoxide (DMSO) mainly catalyzed the conversion of levoglucosan into 5-(hydroxymethyl)furfural (HMF), 2,5-furandicarboxaldehyde, and the sulfur ether of HMF. DMSO has a low ability to transfer protons, which helps to avoid further contact of HMF with catalytic sites and stabilizes HMF.

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