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

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

Research output: Contribution to journalArticleScientificpeer-review

9 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

Fingerprint Dive into the research topics of 'Production of p-cymene from crude sulphate turpentine with commercial zeolite catalyst using a continuous fixed bed reactor'. Together they form a unique fingerprint.

  • Cite this