Experimental study reveals divergent hydrodenitrogenation pathways across asphaltene model compounds, indicating that fused polycyclic structures strongly resist nitrogen removal during refining.
The catalytic hydrodenitrogenation of heavy petroleum fractions is important for the production of high-quality fuels, because the nitrogen-bearing compounds poison acidic catalysts and inhibit sulfur removal. Two families of synthetic nitrogen-containing model compounds representative of asphaltene molecular structures were catalytically hydrogenated over a commercial NiMo/γAl 2 O 3 catalyst under industrial hydrotreating conditions, i.e., 370 °C and 18 MPa of hydrogen for 1 h, in a stainless steel batch reactor. The bridged compounds with pyridine as a center ring gave cracking, hydrogenation, and hydrodenitrogenation products with selectivities that depended on the position of substituents on the central pyridine ring. In contrast, a series of fused cholestane-benzoquinoline compounds gave only hydrogenation of all-carbon aromatic rings.
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Mierau et al. (2015) studied this question.
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