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Thermal Formation of Polycyclic Aromatic Hydrocarbons from Cyclopentadiene (CPD)
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  • Journal title : Environmental Engineering Research
  • Volume 12, Issue 5,  2007, pp.211-217
  • Publisher : Korean Society of Environmental Engineering
  • DOI : 10.4491/eer.2007.12.5.211
 Title & Authors
Thermal Formation of Polycyclic Aromatic Hydrocarbons from Cyclopentadiene (CPD)
Kim, Do-Hyong; Kim, Jeong-Kwon; Jang, Seong-Ho; Mulholland, James A.; Ryu, Jae-Yong;
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Polycyclic aromatic hydrocarbon growth from cyclopentadiene (CPD) pyrolysis was investigated using a laminar flow reactor operating in a temperature range of 600 to . Major products from CPD pyrolysis are benzene, indene and naphthalene. Formation of observed products from CPD is explained as follows. Addition of the cyclopentadienyl radical to a CPD -bond produces a resonance-stabilized radical, which further reacts by one of three unimolecular channels: intramolecular addition, C-H bond -scission, or C-C bond -scission. The intramolecular addition pathway produces a 7-norbornenyl radical, which then decomposes to indene. Decomposition by C-H bond -scission produces a biaryl intermediate, which then undergoes a ring fusion sequence that has been proposed for dihydrofulvalene-to-naphthalene conversion. In this study, we propose C-C bond -scission pathway as an alternative reaction channel to naphthalene from CPD. As preliminary computational analysis, Parametric Method 3 (PM3) molecular calculation suggests that intramolecular addition to form indene is favored at low temperatures and C-C bond -scission leading to naphthalene is predominant at high temperatures.
PAH (Polycyclic aromatic hydrocarbon);CPD (Cyclopentadiene);Thermal formation;
 Cited by
Homologue Patterns of Polychlorinated Naphthalenes (PCNs) formed via Chlorination in Thermal Process,;;;;;;

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