Gas-phase hydrodenitrogenation reactions of polynuclear heteroaromatic nitrogen compounds and selected intermediates with a 50% nickel oxide/aluminate supported on silica-alumina catalyst

Journal Article · Tue May 01 00:00:00 EDT 1990 · Journal of Catalysis; (USA)

DOI:https://doi.org/10.1016/0021-9517(90)90158-G· OSTI ID:6469277

Fish, R H; Heinemann, H ^[1]; Michaels, J N; Moore, R S ^[2]

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1. Lawrence Berkeley Lab., CA (USA)
2. Univ. of California, Berkeley (USA)

The gas-phase hydrodenitrogenation (HDN) of quinoline, 1,2,3,4-tetrahydroquinoline, 2-propylaniline, and propylbenzene with a 50% nickel oxide/aluminate on SiO{sub 2}-Al{sub 2}O{sub 3} catalyst has been studied at 250{degree}C under 1 atm of hydrogen gas. Under these mild conditions, alkylaromatics are the predominant HDN products. In the reaction network of this catalytic process, quinoline is hydrogenated to 1,2,3,4-tetrahydroquinoline, which subsequently undergoes C-N bond hydrogenolysis to form 2-propylaniline and then propylbenzene. Significant alkyl side-chain hydrogenolysis occurs in parallel to these reactions, producing a mixture of alkylanilines and alkylbenzenes. Small amounts of alkylcyclohexanes are produced by hydrogenation of the alkylbenzenes. This network differs significantly from that of commercial HDN processes in which quinoline is hydrogenated fully to decahydroquinoline prior to C-H bond cleavage. Pseudo-first-order rate constants have been estimated for quinoline hydrogenation, alkylaniline formation, alkylaniline HDN, and alkylbenzene hydrogenation and compared to analogous data for commercial HDN. This comparison indicates that the activity of the nickel oxide/aluminate on SiO{sub 2}-Al{sub 2}O{sub 3} catalyst is within an order of magnitude of the activity of commercial HDN catalysts. The nickel oxide catalyst is irreversibly poisoned by sulfur and slowly deactivates during HDN due to coke formation; the coked catalyst can be regenerated by oxidation in air and subsequent reduction in hydrogen.

• DOE Contract Number: AC03-76SF00098
• OSTI ID: 6469277
• Journal Information: Journal of Catalysis; (USA), Vol. 123:1; ISSN 0021-9517
• Country of Publication: United States
• Language: English

Related Subjects

02 PETROLEUM
01 COAL, LIGNITE, AND PEAT
ANILINE
DENITRIFICATION
NICKEL COMPOUNDS
CATALYTIC EFFECTS
NICKEL OXIDES
QUINOLINES
AIR
ALUMINATES
ALUMINIUM OXIDES
AROMATICS
ATMOSPHERIC PRESSURE
CATALYST SUPPORTS
CHEMICAL REACTION KINETICS
COKE
DEACTIVATION
DEHYDROGENATION
HIGH TEMPERATURE
HYDROGEN
HYDROGENATION
OXIDATION
POISONING
REDUCTION
REGENERATION
SILICON OXIDES
SULFUR
SYNTHESIS
ALUMINIUM COMPOUNDS
AMINES
AZAARENES
AZINES
CHALCOGENIDES
CHEMICAL REACTIONS
ELEMENTS
FLUIDS
GASES
HETEROCYCLIC COMPOUNDS
KINETICS
NONMETALS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
PYRIDINES
REACTION KINETICS
SILICON COMPOUNDS
TRANSITION ELEMENT COMPOUNDS
020400* - Petroleum- Processing
010402 - Coal
Lignite
& Peat- Purification & Upgrading