Kinetic enzymatic resolution in scCO2 - Design of continuous reactor based on batch experiments

E. Székely, M. Utczás, B. Simándi

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

We developed an efficient method for the lipase-catalyzed consecutive kinetic resolution of trans-1,2- cyclohexanediol in scCO2 with vinyl-acetate as acetyl donor catalyzed by a commercial immobilized Candida antarctica lipase B (CAL-B). The reaction was optimized in scCO2 in a batch reactor. The first acylation step is moderately enantioselective, preferring the formation of (1R,2R)-2-acetoxycyclohexane-1-ol, while the second acylation step is fully enantioselective. Michaelis-Menten type reaction constants and turnover number values were calculated. A combined extractor-enzymatic packed-bed reactor unit was designed with a residence time of a few seconds (the time requirement of a batch reaction was several hours). The reactions were performed at 10MPa and 45 °C. The mean residence time in the enzymatic reactor was varied from 2 to 13 s by changing the flow rate of the CO2. The implemented continuous reactor was optimized to achieve maximum productivity and enantiopure products. The optimum residence time in the reactor entirely confirmed the calculated operational parameters (calculated necessary residence time: 9.6 s, measured mean residence time for full conversion: 9 s). No loss of enzyme activity was observed after 28 h at continuous operation.

Original languageEnglish
Pages (from-to)127-132
Number of pages6
JournalJournal of Supercritical Fluids
Volume79
DOIs
Publication statusPublished - Jan 1 2013

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Keywords

  • Continuous-flow operation
  • Enantioselective acylation
  • Kinetic resolution
  • Reactor design
  • Trans-1,2-cyclohexanediol

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Condensed Matter Physics
  • Physical and Theoretical Chemistry

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