Assessing chemical toxicity of ionic liquids on Vibrio fischeri: Correlation with structure and composition

Chemosphere. 2016 Jul:155:405-414. doi: 10.1016/j.chemosphere.2016.04.042. Epub 2016 Apr 30.

Abstract

One of the most important properties of ionic liquids is their non-volatility, making them potentially "green" alternatives to volatile organic compounds. However, they are widely soluble in water, meaning that they can be released into aquatic ecosystems and so contribute to water pollution. Nevertheless, although the toxicity of ILs has been widely assessed in the literature, the information is still scarce due to the great number of ionic liquids that have been synthesized. The present work reports the toxicity of twenty-nine imidazolium-, pyridinium- and ammonium-based ionic liquids towards the bioluminescent photobacterium Vibrio fischeri. When the effect of the type of anion, the length of the alkyl chain of the cation, the cation core and the presence of a functionalized side chain in the cation on ionic liquid toxicity were analyzed, the main influence was seen to be exercised by the alkyl chain length. A Quantitative Structure-Activity Relationships-based method was used to compare the experimental results with previously estimated values and very good agreement was obtained. A relationship between the toxicity, expressed as Log EC50, and the 1-octanol-water partition coefficient was established.

Keywords: EC(50); Ionic liquids; Microtox(®) tests; Toxicity; Vibrio fischeri.

MeSH terms

  • 1-Octanol / analysis
  • Aliivibrio fischeri / drug effects*
  • Aliivibrio fischeri / growth & development
  • Anions
  • Cations
  • Ionic Liquids / chemistry
  • Ionic Liquids / toxicity*
  • Quantitative Structure-Activity Relationship
  • Water Pollutants, Chemical / chemistry
  • Water Pollutants, Chemical / toxicity*

Substances

  • Anions
  • Cations
  • Ionic Liquids
  • Water Pollutants, Chemical
  • 1-Octanol