Formation of dioxin-like compounds from the pyrolysis of some halogenated flame retardants
Polybrominated dibenzo-p-dioxins and polybrominated dibenzofurans as well as polyhalogenated phenazines have been shown to form from the pyrolysis of some flame retardants. In addition, chlorine-bromine exchange was shown to occur in the formation of halogenated dibenzo-p-dioxins and halogenated phenazines when both chlorine and bromine sources are present in the pyrolysis mixture. There was no chlorine-hydrogen exchange observed in the formation of chloro-bromo-dibenzo-dioxins, chloro-bromo-dibenzofurans and chloro-bromophenazines. At high temperatures, the amino-group of the halogenated anilines may be replaced by oxygen and yield halogenated dibenzo-pdioxins and halogenated dibenzofurans, in addition to the halogenated phenazines. The complete substitution of bromine with chlorine was demonstrated to occur, which is probably why chlorinated dibenzo-p-dioxins and chlorinated dibenzofurans are more widely spread than the brominated analogs, since chlorinated compounds are used in much larger quantities than the brominated compounds. The addition of antimony (III) oxide to the flame-retardant formulations showed initial increase in the formation of the halogenated dibenzo-p-dioxins and the halogenated phenazines. The mass spectra of bromo-phenazines, chloro-phenazines and chloro-bromo-phenazines have been presented. The similarity in the structure of the halogenated phenazines and the halogenated dibenzo-p-dioxins may be of interest to be used in the search of compounds with breast cancer therapeutic use, although the toxicity of the halogenated phenazines should be thoroughly investigated.
- Research Organization:
- State Univ. of New York, Albany, NY (United States)
- OSTI ID:
- 5555291
- Resource Relation:
- Other Information: Thesis (Ph. D.)
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ORGANIC BROMINE COMPOUNDS
CHEMICAL REACTION YIELD
ORGANIC CHLORINE COMPOUNDS
BENZOFURANS
DIOXIN
PHENAZINE
PYROLYSIS
PYROLYSIS PRODUCTS
AZINES
CHEMICAL REACTIONS
DECOMPOSITION
FURANS
HETEROCYCLIC COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PYRAZINES
THERMOCHEMICAL PROCESSES
YIELDS
400800* - Combustion
Pyrolysis
& High-Temperature Chemistry