Abstract
Model fly ashes containing Florisil ©, CuCl 2 · 2H 2O and PAHs with structures similar to dibenzo- p-dioxin or dibenzofuran were heated at 250°C in He/O 2 with regard to a supposed intramolecular reaction mechanism for oxygen incorporation. Highest reactivities in PCDF formation could be found for model compounds containing a biphenyl structure, while condensed π-systems lead to a decrease in reactivity for such compounds. Biphenyl is almost completely converted to dibenzofuran. PCDD formation from six-membered rings like xanthene/9,10-dihydroanthracene is of minor importance. 18O-labeling of gaseous oxygen reveals no common reaction step for oxygen incorporation using 9-fluorenone, xanthene, diphenyl ether and diphenyl-2-carboxylic acid as model compounds. Pre-existing oxygen in reactants is a major source for ether groups in PCDD and PCDF. Determination of labeled and unlabeled CO and CO 2 besides He/O 2 reflects higher reactivities towards oxidation for model compounds containing ether groups than for compounds with carbonyl groups.
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