Nitrogen compound distributions in hydrotreated shale oil products from commercial-scale refining

Abstract

The distributions of nitrogen compounds in crude and hydrotreated shale oil products have been determined. About 11600 m 3 (73000 bbl) of Paraho retorted shale oil were hydrotreated by The Standard Oil Company of Ohio at their Toledo refinery. A hydrotreated whole product, a jet fuel, a diesel fuel, and a residuum were produced and individually separated into compound-type fractions by adsorption chromatography. The nitrogen compound types in these fractions were characterized by i.r. spectroscopy, differential potentiometric titration, and high-resolution m.s. The distributions of nitrogen compound types and nitrogen base types in the hydrotreated products are compared with those in the Paraho retorted shale oil feedstock used in the hydroprocessing. The nitrogen compound types that were readily hydrodenitrogenated during commercial-scale refining are similar to nitrogen compound types removed during one-pass, bench-scale hydroprocessing.