C24H14 polycyclic aromatic hydrocarbons from the pyrolysis of catechol
Titel:
C24H14 polycyclic aromatic hydrocarbons from the pyrolysis of catechol
Auteur:
Thomas, Shiju Wornat, Mary J.
Verschenen in:
International journal of environmental analytical chemistry
Paginering:
Jaargang 88 (2008) nr. 12 pagina's 825-840
Jaar:
2008-10
Inhoud:
Polycyclic aromatic hydrocarbons (PAH) of the C24H14 isomer class, some of which are potent mutagens and carcinogens, are produced during the burning of solid fuels. For a clearer understanding of the formation of PAH, pyrolysis experiments have been performed in an isothermal laminar-flow reactor with the model fuel catechol (ortho-dihydroxybenzene)-a phenol-type compound representative of structural entities in complex solid fuels like coal, wood, and biomass. The catechol pyrolysis experiments are conducted at 1000°C and at a residence time of 0.3 s. The pyrolysis products are analysed by high-pressure liquid chromatography with ultraviolet-visible absorbance detection and mass spectrometric detection. Product analysis reveals that the C24H14 PAH products of catechol pyrolysis belong to three structural classes: perylene benzologues, fluoranthene benzologues and pyrene benzologues. The 12 C24H14 PAH identified in the present study are: benzo[b]perylene, naphtho[1,2-b]fluoranthene, naphtho[1,2-k]fluoranthene, dibenzo[b,k]fluoranthene, naphtho[2,3-b]fluoranthene, naphtho[2,3-k]fluoranthene, naphtho[1,2-e]pyrene, naphtho[2,3-e]-pyrene, naphtho[1,2-a]pyrene, dibenzo[a,e]pyrene, dibenzo[e,l ]pyrene, and dibenzo[a,h]pyrene. In addition to these, our earlier identifications of naphtho[2,1-a]pyrene, naphtho[2,3-a]pyrene, and dibenzo[a,i]pyrene among the products of catechol pyrolysis bring the total number of C24H14 PAH identified as products of catechol pyrolysis to 15. Of these 15, 12 have been reported to be mutagens and 6 have been reported to be carcinogens. The UV spectra establishing the identities of the 15 C24H14 catechol pyrolysis products are presented.