Preparation of low toxicity pitches by thermal oxidative condensation of anthracene oil

Environ Sci Technol. 2009 Nov 1;43(21):8126-32. doi: 10.1021/es901861j.

Abstract

This article describes a novel industrial procedure for producing new pitches of low toxicity from anthracene oil, a byproduct of coal tar distillation. The procedure involves oxidative treatment in order to polymerize and condense the anthracene oil components followed by thermal treatment and distillation in order to obtain a pitch with the desired parameters. This sequence (oxidative treatment/thermal treatment/distillation) was repeated four times under reaction conditions of increasing severity in four cycles of anthracene oil processing to obtain the four pitches. The pitches had similar characteristics to those of standard binder coal tar pitches (e.g., softening point and wetting capacity). Because of the inherent composition of the parent anthracene oil, the pitches were found to be totally free of solid particles, i.e., primary quinoline insolubles and metals. The gas chromatography and gas chromatography/mass spectroscopy results revealed a consecutive decrease in toxicity with successive cycles of anthracene oil processing. Thus, the benzo[a]pyrene content decreased from 11.2 mg/g for the pitch in cycle one to 1.5 mg/g for the pitch with four processing cycles. The carcinogenicity of the pitches, evaluated on the basis of benzo[a]pyrene toxic equivalency factors, also followed the same tendency. The final carcinogenity values are nearly all lower than those of standard binder coal tar pitches.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracenes / chemistry*
  • Benzo(a)pyrene / analysis
  • Carcinogens / toxicity
  • Chromatography, Gas
  • Coal Tar / chemical synthesis*
  • Coal Tar / toxicity*
  • Environmental Pollutants / analysis
  • Oils / chemistry*
  • Oxidation-Reduction / drug effects
  • Polycyclic Aromatic Hydrocarbons / analysis
  • Temperature*
  • United States
  • United States Environmental Protection Agency

Substances

  • Anthracenes
  • Carcinogens
  • Environmental Pollutants
  • Oils
  • Polycyclic Aromatic Hydrocarbons
  • Benzo(a)pyrene
  • Coal Tar
  • anthracene