Catalytic hydrocracking of fused-ring aromatic compounds: Chemical reaction pathways, kinetics, and mechanisms

Thesis/Dissertation · Sun Jan 01 04:00:00 EST 1989

OSTI ID:5887242

Lapinas, A T

Five-carbon-membered-ring-containing (5-CMRC) aromatic hydrocarbons are important but little-studied components of heavy oils and coal liquids. Reaction pathways of three 5-CMRC compounds, fluoranthene, fluorene, and 9-ethylfluorene, have been deduced from batch autoclave experiments involving an isothermal reaction catalyzed by a presulfided NiMo catalyst containing zeolite-Y at temperatures ranging from 310 to 380{degree}C, and a pressure of 153 atm. Results of derivative experiments with the model compounds, 2-phenylnaphthalene, 9-phenylanthracene, diphenylmethane, and 2-methylbiphenyl, are also presented. Terminal-ring hydrogenation followed by cracking of the five-carbon-membered ring is the predominant pathway of the 5-CMRC compound class. Two key reactions within the major pathways involve biphenyl-like bond scission without prior hydrogenation: (1) 1-phenyltetralin cracks, giving equimolar yields of tetralin and benzene within the fluoranthene network, and (2) the 9-ethylfluorene network includes a pathway that may proceed via cracking of 2-propylbiphenyl to give propylbenzena and benzene. A novel 1,5-hydride shift mechanism has been postulated to explain these unique reactions. Consistent mechanistic operations, characteristic of bifunctional hydrocracking catalysts containing a metal-sulfide hydrogenation component and zeolitic acid-cracking component, have been proposed. Relationships between the molecular structure of various heavy oil feed components and the mechanistic operations that they lend themselves to have been classified.

• Research Organization: Delaware Univ., Newark, DE (USA)
• OSTI ID: 5887242
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
010402 -- Coal
Lignite
& Peat-- Purification & Upgrading
02 PETROLEUM
020400* -- Petroleum-- Processing
ALKANES
AROMATICS
BENZENE
BIPHENYL
CATALYSIS
CATALYSTS
CATALYTIC CRACKING
CATALYTIC EFFECTS
CHEMICAL BONDS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CLEAVAGE
COAL LIQUIDS
CONDENSED AROMATICS
CRACKING
CRYSTAL STRUCTURE
CYCLOALKANES
DECOMPOSITION
ELEMENTS
ENERGY SOURCES
FLUIDS
FLUORENE
FOSSIL FUELS
FUELS
HYDROCARBONS
HYDROCRACKING
HYDROGEN TRANSFER
HYDROGENATION
INORGANIC ION EXCHANGERS
ION EXCHANGE MATERIALS
KINETICS
LIQUIDS
MATERIALS
METALS
MICROSTRUCTURE
MINERALS
MOLECULAR STRUCTURE
MOLYBDENUM
NICKEL
ORGANIC COMPOUNDS
PETROLEUM
PYROLYSIS
REACTION INTERMEDIATES
REACTION KINETICS
TETRALIN
THERMOCHEMICAL PROCESSES
TRANSITION ELEMENTS
VISCOSITY
ZEOLITES