The thermodynamic properties of 2-aminobiphenyl (an intermediate in the carbazole/hydrogen reaction network)

Technical Report · Sat Dec 01 00:00:00 EST 1990

DOI:https://doi.org/10.2172/6307021· OSTI ID:6307021

Steele, W V; Chirico, R D; Knipmeyer, S E; Nguyen, A

Catalytic hydrodenitrogenation (HDN) is a key step in upgrading processes for conversion of heavy petroleum, shale oil, tar sands, and the products of the liquefaction of coal to economically viable products. This research program provides accurate experimental thermochemical and thermophysical properties for key organic nitrogen-containing compounds present in the range of alternative feedstocks, and applies the experimental information to thermodynamic analyses of key HDN reaction networks. This report is the first in a series that will lead to an analysis of a three-ring HDN system; the carbazole/hydrogen reaction network. 2-Aminobiphenyl is the initial intermediate in the HDN pathway for carbazole, which consumes the least hydrogen possible. Measurements leading to the calculation of the ideal-gas thermodynamic properties for 2-aminobiphenyl are reported. Experimental methods included combustion calorimetry, adiabatic heat-capacity calorimetry, comparative ebulliometry, inclined-piston gauge manometry, and differential-scanning calorimetry (d.s.c). Entropies, enthalpies, and Gibbs energies of formation were derived for the ideal gas for selected temperatures between 298.15 K and 820 K. The critical temperature and critical density were determined for 2-aminobiphenyl with the d.s.c., and the critical pressure was derived. The Gibbs energies of formation are used in thermodynamic calculations to compare the feasibility of the initial hydrogenolysis step in the carbazole/H{sub 2} network with that of its hydrocarbon and oxygen-containing analogous; i.e., fluorene/H{sub 2} and dibenzofuran/H{sub 2}. Results of the thermodynamic calculations are compared with those of batch-reaction studies reported in the literature. 57 refs., 8 figs., 18 tabs.

• Research Organization: National Energy Technology Lab. (NETL), Bartlesville, OK (United States). National Inst. for Petroleum and Energy Research (NIPER)
• Sponsoring Organization: DOE/FE
• DOE Contract Number: FC22-83FE60149
• OSTI ID: 6307021
• Report Number(s): NIPER-482; ON: DE91002209
• Country of Publication: United States
• Language: English

Related Subjects

02 PETROLEUM
01 COAL, LIGNITE, AND PEAT
04 OIL SHALES AND TAR SANDS
AMINES
THERMODYNAMIC PROPERTIES
BITUMENS
DESULFURIZATION
COAL LIQUIDS
PETROLEUM
SHALE OIL
BENZOFURANS
BIPHENYL
CALORIMETRY
CARBAZOLES
CHEMICAL REACTION KINETICS
COMPARATIVE EVALUATIONS
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DATA
DENSITY
ENTHALPY
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HYDROGENATION
MEASURING METHODS
MEDIUM TEMPERATURE
MELTING
PHASE TRANSFORMATIONS
REACTION INTERMEDIATES
SPECIFIC HEAT
VAPOR PRESSURE
AROMATICS
AZAARENES
AZOLES
CHEMICAL REACTIONS
CONDENSED AROMATICS
ENERGY
ENERGY SOURCES
FLUIDS
FOSSIL FUELS
FREE ENERGY
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FURANS
HETEROCYCLIC COMPOUNDS
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ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
OTHER ORGANIC COMPOUNDS
PHYSICAL PROPERTIES
REACTION KINETICS
TAR
TRANSITION TEMPERATURE
020400* - Petroleum- Processing
010402 - Coal
Lignite
& Peat- Purification & Upgrading
040404 - Oil Shales & Tar Sands- Purification