Transformation of 2,2',4,4'-tetrabromodiphenyl ether under UV irradiation: potential sources of the secondary pollutants

J Hazard Mater. 2013 Dec 15:263 Pt 2:778-83. doi: 10.1016/j.jhazmat.2013.10.005. Epub 2013 Oct 11.

Abstract

A commercial brominated flame retardant 2,2',4,4'-tetrabromodiphenyl ether (BDE-47) was used as the model chemical to investigate the degradation and transformation of polybrominated diphenyl ethers (PBDEs) in gas and liquid phases, respectively, under ultraviolet (UV) irradiation. The results showed that BDE-47 can be transformed to less-brominated BDE analogs. A total of six compounds that are less-brominated BDEs and two brominated phenols were observed as transformation products in the reaction mixtures. Different degradation rates of BDE-47 in n-nonane and in isooctane in the same chamber system were observed. Degradation rate of BDE-47 in n-nonane was faster than in isooctane. Under UV irradiation, the bromine on the ortho positions of the phenyl rings was lost first to form 2,4,4'-tribromodiphenyl ether (BDE-28), which then progressively lead to 4,4'-dibromodiphenyl ether (BDE-15) or 2,4'-dibromodiphenyl ether (BDE-8). An airborne transformation pathway has been proposed according to observed transformation products. The more volatile less-brominated BDEs from transformation of BDE-47 are easily evaporated into air to be a source of secondary pollutants in the environment.

Keywords: Air quality; Airborne BDE-47; Degradation and transformation; Pathway; Ultraviolet (UV) irradiation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Air
  • Air Pollutants / chemistry
  • Alkanes / chemistry
  • Environmental Monitoring / methods
  • Environmental Pollutants / analysis*
  • Environmental Restoration and Remediation / methods
  • Flame Retardants / analysis
  • Gas Chromatography-Mass Spectrometry
  • Halogenated Diphenyl Ethers / chemistry*
  • Phenol / chemistry
  • Phenyl Ethers / chemistry
  • Photolysis
  • Risk Assessment
  • Ultraviolet Rays

Substances

  • Air Pollutants
  • Alkanes
  • Environmental Pollutants
  • Flame Retardants
  • Halogenated Diphenyl Ethers
  • Phenyl Ethers
  • 2,2',4,4'-tetrabromodiphenyl ether
  • Phenol
  • phenyl ether
  • nonane