| Thermal Formation of Polycyclic Aromatic Hydrocarbons from
Cyclopentadiene (CPD) |
| Do Hyong Kim1, Jeong-Kwon Kim2, Seong-Ho Jang3, James A. Mulholland1, and Jae-Yong Ryu4† |
1Department of Civil and Environmental Engineering, Georgia Institute of Technology, Atlanta, GA USA
2Department of Environmental Engineering, Dong-Eui University, Pusan, Korea
3Department of Regional Environmental System Engineering, Pusan National University, Miryang, Korea
4R&D Planning & Management Office, Korea Institute of Environmental Science and Technology (KIEST), Seoul, Korea |
Corresponding Author:
Jae-Yong Ryu ,Tel: +82-2-380-0669, Fax: +82-2-380-0699, Email: ryujy@kiest.re.kr
|
|
Received: April 8, 2007; Accepted: October 9, 2007. |
|
|
Share : 
|
| ABSTRACT |
|
Polycyclic aromatic hydrocarbon growth from cyclopentadiene (CPD) pyrolysis was investigated using a laminar flow reactor operating in a
temperature range of 600 to 950°C. 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 π-bond produces a resonance-stabilized radical, which further
reacts by one of three unimolecular channels: intramolecular addition, C-H bond β-scission, or C-C bond β-scission. The intramolecular addition
pathway produces a 7-norbornenyl radical, which then decomposes to indene. Decomposition by C-H bond β-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 β-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 β-scission leading to naphthalene is predominant at high temperatures. |
| Keywords:
PAH (Polycyclic aromatic hydrocarbon) | CPD (Cyclopentadiene) | Thermal formation |
|
|
|
PDF Links
Full text via DOI
Download Citation 
