Formation and recovery of itaconic acid from aqueous solutions of citraconic acid and succinic acid

Bryan P. Hogle, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson, Dennis J. Miller

    Research output: Research - peer-reviewArticle

    • 6 Citations

    Abstract

    The formation and recovery of itaconic acid (IA) from mixed aqueous solutions of citraconic acid (CA) and succinic acid (SA) has been developed as part of an overall process to produce itaconic acid via condensation of succinates with formaldehyde. The formation and recovery described here involves four steps: (1) removal of SA via crystallization, (2) isomerization of CA to IA at elevated temperature, (3) recovery of IA via crystallization, and (4) conversion of reaction byproducts back to CA. As part of the overall process, these steps facilitate recycling of unreacted species and reuse of byproducts, thus giving high overall yields. Itaconic and succinic acids are readily crystallized because of their low solubility relative to CA; lab-scale crystallization experiments gave high purity (99.8 wt % for SA; 99.4% for IA) crystalline solids after washing. Isomerization gave a maximum IA selectivity of 87% at 170°C after 3 h reaction. The primary byproduct of isomerization, citramalic acid (CMA), and IA in the residual crystallization liquor are converted exclusively back to CA over γ-alumina at 270°C.

    LanguageEnglish (US)
    Pages2069-2073
    Number of pages5
    JournalIndustrial and Engineering Chemistry Research
    Volume41
    Issue number9
    StatePublished - May 1 2002

    Profile

    Succinic Acid
    Recovery
    citraconic acid
    itaconic acid
    Acids
    aqueous solution
    acid
    Crystallization
    Isomerization
    Byproducts
    Succinates
    crystallization
    Aluminum Oxide
    Washing
    Formaldehyde
    Recycling
    Condensation
    Solubility
    Crystalline materials
    Experiments

    ASJC Scopus subject areas

    • Polymers and Plastics
    • Environmental Science(all)
    • Chemical Engineering (miscellaneous)

    Cite this

    Formation and recovery of itaconic acid from aqueous solutions of citraconic acid and succinic acid. / Hogle, Bryan P.; Shekhawat, Dushyant; Nagarajan, Kirthivasan; Jackson, James E.; Miller, Dennis J.

    In: Industrial and Engineering Chemistry Research, Vol. 41, No. 9, 01.05.2002, p. 2069-2073.

    Research output: Research - peer-reviewArticle

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    AU - Hogle,Bryan P.

    AU - Shekhawat,Dushyant

    AU - Nagarajan,Kirthivasan

    AU - Jackson,James E.

    AU - Miller,Dennis J.

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