Reactions of Polycyclic Alkylaromatics. 1. Pathways, Kinetics, and Mechanisms for 1-Dodecylpyrene Pyrolysis

C. Michael Smith, Phillip E. Savage

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26 Scopus citations

Abstract

1-Dodecylpyrene (DDP) was pyrolyzed at concentrations between 0.0007 and 0.47 M in a benzene diluent, at temperatures from 375 to 450 °C. Product yields and selectivities were functions of both the conversion and the initial concentration. For instance, DDP pyrolysis at low conversions (<25%) and low initial concentrations (<0.14 M) yielded primary products analogous to those observed for alkylbenzene pyrolysis, whereas experiments at higher conversions and concentrations yielded n- dodecane and pyrene as the major products through the cleavage of the strong aryl-alkyl C-C bond. Kinetics analysis showed that this concentration-dependent behavior could be modeled by using the rate law previously derived for alkylbenzene pyrolysis plus an additional term accounting for the apparently autocatalytic decomposition of the strong aryl-alkyl bond. Pyrolyses of DDP with a hydrogen-transfer reporter molecule, 1,6-dimethylnaphthalene, showed that a selective hydrogenolysis mechanism was likely responsible for cleavage of the aryl-alkyl C-C bond.

Original languageEnglish (US)
Pages (from-to)331-339
Number of pages9
JournalIndustrial and Engineering Chemistry Research
Volume30
Issue number2
DOIs
StatePublished - Feb 1 1991

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)
  • Industrial and Manufacturing Engineering

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