Production of p-cymene from crude sulphate turpentine with commercial zeolite catalyst using a continuous fixed bed reactor

Juha Linnekoski (Corresponding Author), Martta Asikainen, Harri Heikkinen, Reetta Kaila, Jari Räsänen, Antero Laitinen, Ali Harlin

    Research output: Contribution to journalArticleScientificpeer-review

    14 Citations (Scopus)

    Abstract

    Crude sulphate turpentine (CST), containing α-pinene, 3-carene, other terpene isomers, and organic sulphur compounds, was used as feedstock in the production of cymenes with commercial zeolite catalysts. The catalysts used were not sensitive to sulphur, and the desulphurisation step was not needed prior to cymene synthesis. The experiments were performed in a continuous fixed bed reactor. Promising results were obtained after initial optimization at temperatures close to 300 °C with faujasite Y zeolite under 5 bar N2 pressure. Cymenes were produced with 54% yields from model compound α-pinene and with 28% yields from CST. The mechanistic route of the reaction can be divided into three steps: (1) ring opening, (2) rearrangement, and (3) dehydrogenation. The final step in the formation of p-cymene can occur via dehydrogenation or disproportion; here the effect of reaction conditions and catalyst plays a crucial role.
    Original languageEnglish
    Pages (from-to)1468-1475
    JournalOrganic Process Research and Development
    Volume18
    Issue number11
    DOIs
    Publication statusPublished - 2014
    MoE publication typeA1 Journal article-refereed

    Keywords

    • turpentine
    • catalysts
    • chemical reactors
    • dehydrogenation
    • isomers
    • monoterpenes
    • sulfur
    • chemical synthesis
    • commercial zeolite
    • faujasites
    • fixed bed reactor
    • initial optimization
    • model compound
    • reaction conditions
    • ring opening
    • Y zeolites

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