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Degradative behavior and toxicity of alkylated imidazoles

Evjen, Sigvart; Åstrand, Ove Alexander Høgmoen; Gaarder, Mona; Paulsen, Ragnhild Elisabeth; Fiksdahl, Anne; Knuutila, Hanna K
Journal article; AcceptedVersion; Peer reviewed
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Manuscript+degr ... supporting+information.pdf (1.005Mb)
Year
2020
Permanent link
http://urn.nb.no/URN:NBN:no-78256

CRIStin
1763274

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  • Farmasøytisk institutt [1364]
  • CRIStin høstingsarkiv [16034]
Original version
Industrial & Engineering Chemistry Research. 2020, 59 (2), 587-595, DOI: https://doi.org/10.1021/acs.iecr.9b05100
Abstract
The thermal and oxidative degradation behavior and the corrosiveness of imidazole (Im), 2-methylimidazole (2MIm), 2-ethyl-4-methylimidazole (2E4MIm), 2,4,5-trimethylimidazole (2,4,5MIm), and 1,2,4,5-tetramethylimidazole (1,2,4,5MIm) were investigated in a CO2 rich environment. The imidazoles demonstrated high thermal stability in all solutions; however, Im and 2MIm were corrosive. Polyalkylated imidazoles were less stable toward oxidation compared to Im. Rat cell (PC-12) toxicology screening of Im and 45 alkylated imidazoles showed reduced toxicity for polyalkylated imidazoles compared to Im. Cell viability correlated negatively with cLogP predictions when cLogP > 3. The high rate of oxidative degradation and formation of potentially carcinogenic degradation products will prevent the use of polyalkylated imidazoles in industrial processes directed toward CO2.
 
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