Formation of chlorinated phenols under pyrolysis from a phenolic antioxidant used as plastics additive

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A hindered phenolic antioxidant used as a plastics additive (Irganox 245) was pyrolysed together with various chlorine-containing compounds. Formation of chlorinated aromatic volatile products was observed by pyrolysis-gas chromatography/mass spectroscopy in the temperature range 500-800°C. Thermal fragmentation of Irganox proved to be promoted by hydrogen chloride evolving from poly(vinylchloride) under pyrolysis. The cleaved tert-butyl substituent and the fragments of the triethylene glycol propionate moiety are chlorinated to some extent when pyrolysis of Irganox is carried out in the presence of PVC. The action of hydrogen chloride is considerably promoted in the presence of copper or iron. Ferric chloride results in similar chlorinated products as PVC and iron. From a pigment (phtalocyanine green) in which chlorine is an aryl substituent and copper is bound in complexes, very little chlorine is transferred to the pyrolysis products of the antioxidant. In the presence of cupric chloride a series of chlorinated phenols was obtained from the hindered phenolic antioxidant under pyrolysis at 600-800°C.

Original languageEnglish
Pages (from-to)69-78
Number of pages10
JournalJournal of Analytical and Applied Pyrolysis
Publication statusPublished - May 1997


  • Chlorophenols
  • Hindered phenolic antioxidant
  • Irganox
  • PVC
  • Pyrolysis

ASJC Scopus subject areas

  • Analytical Chemistry
  • Fuel Technology

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