Mechanism of chlorination of aromatic compounds adsorbed on the surface of fly ash from municipal incinerators

Journal Article · Thu Nov 01 04:00:00 EST 1990 · Environmental Science and Technology; (USA)

DOI:https://doi.org/10.1021/es00081a002· OSTI ID:6293561

Hoffman, R V; Eiceman, G A; Long, Yao-Ting; Collins, M C; Lu, Mao-Qin ^[1]

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1. New Mexico State Univ., Las Cruces (USA)

Aromatic substrates were adsorbed on the surface of fly ash from a municipal incinerator. Treatment with gaseous hydrogen chloride gave aromatic chlorination. Relative yields and isomer distributions indicate that an electrophilic mechanism is likely for the chlorination reaction. Inverse addition experiments were used to show that a surface-bound chlorinating agent is produced by the interaction of hydrogen chloride with the fly ash surface. Recycling experiments indicate that the fly ash surface functions as a stoichiometric oxidant, and not a catalyst, in promoting aromatic chlorination by HCl. The yields of aromatic chlorination on three different fly ash samples were found to be quite different. A variety of physical and chemical characterizations revealed no simple relationship between properties and yields. It was noted that the reaction of hydrogen chloride with the fly ash surface led to release of metal ions from the surface upon solvent extraction. It was found that the release of iron from the surface corresponded to the changing yields noted.

• OSTI ID: 6293561
• Journal Information: Environmental Science and Technology; (USA), Journal Name: Environmental Science and Technology; (USA) Vol. 24:11; ISSN ESTHA; ISSN 0013-936X
• Country of Publication: United States
• Language: English

Related Subjects

32 ENERGY CONSERVATION, CONSUMPTION, AND UTILIZATION
320604 -- Energy Conservation
Consumption
& Utilization-- Municipalities & Community Systems-- Municipal Waste Management-- (1980-)
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201 -- Chemical & Physicochemical Properties
54 ENVIRONMENTAL SCIENCES
540120* -- Environment
Atmospheric-- Chemicals Monitoring & Transport-- (1990-)
ADSORPTION
AEROSOL WASTES
ASHES
CHEMICAL REACTIONS
CHLORINATION
DIOXIN
ELEMENTS
FLY ASH
FURANS
HALOGENATION
HETEROCYCLIC COMPOUNDS
INCINERATORS
IRON
METALS
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
RESIDUES
SORPTION
SURFACE PROPERTIES
TRANSITION ELEMENTS
WASTES