The Identification of New Ethynyl-Substituted and Cyclopenta-Fused Polycyclic Aromatic Hydrocarbons in the Products of Anthracene Pyrolysis

C16H10Ethynyl-substituted Polycyclic Aromatic Hydrocarbons from the Pyrolysis of Coal, Coal Volatiles, and Anthracene

“…The structures of eleven of these products are shown in Figure 2, the portion of an HPLC chromatogram corresponding to the 3-and 4-ring products of anthracene pyrolysis at 1483 K. Of particular note among the products in Figure 2 is the recently identified [6] l-ethynylacenaphthylene, which, by analogy to the ethynylnaphthalenes, [ 1,2] apparently results from the addition of acetylene to the 1-acenaphthyl radical.…”

“…Our previous papers [6,26,32,33] report the identification and yields of over forty products from our anthracene pyrolysis experiments, including PAH ranging in size from three to nine fused aromatic rings. The structures of eleven of these products are shown in Figure 2, the portion of an HPLC chromatogram corresponding to the 3-and 4-ring products of anthracene pyrolysis at 1483 K. Of particular note among the products in Figure 2 is the recently identified [6] l-ethynylacenaphthylene, which, by analogy to the ethynylnaphthalenes, [ 1,2] apparently results from the addition of acetylene to the 1-acenaphthyl radical.…”

“…The relatively recent syntheses of ethynylnaphthalene and ethynylacenaphthylene standards [13 -151, however, have led to the identification of specific isomers of these species in pyrolysis and/or combustion products of: coal [ 16 -181, anthracene [6], naphthalene [ 191, and benzene [ 14,201. Ethynylacenaphthylenes, not specified by isomer, have also been identified among the products of naphthalene [ 191, ethylene [21,22], and ethylene-naphthalene mixtures [23].…”

Newly Identified Products of Benzene Droplet Combustion: Polycyclic Aromatic Hydrocarbons of Three to Ten Rings

“…Even though HPLC/UV is particularly well-suited to the identification of large (≥5-ring) PAH, our previous work (24) has identified PAH of only up to 6 rings in the benzene droplet combustion products; in HPLC/UV analyses of the products of other fuels (27)(28)(29)(30)(31), large PAH have been more readily discovered. It is also the case that among the identified 2-to 6-ring products in the benzene droplets, the larger PAH are found (24) in significantly smaller quantities than the smaller PAH.…”

Electronic spectral detection in liquid chromatography

“…Some studies focusing on the formation of PAHs as a route to soots have relied on HPLC-DAD [28,29]. The analyses have found numerous larger PAHs that indicate both condensation reactions and gross molecular rearrangements occur.…”