Investigation of mechanisms of hydrogen transfer in coal hydrogenation. Quarterly progress report, July--September 1977

Technical Report · Sat Oct 01 04:00:00 EDT 1977

DOI:https://doi.org/10.2172/5153460· OSTI ID:5153460

Cronauer, D. C.; Jewell, D. M.; Kueser, K. A.; Shah, Y. T.

Emphasis has been placed upon the study of hydrogen transfer reactions of donors with acceptors having oxygen or sulfur functionality. It has been confirmed that the cracking of dibenzyl ether is first order with respect to ether concentration and independent of solvent concentration. In the reduction of an alcohol (benzyl alcohol) with tetralin, first order kinetics are not followed. The hydrogen transfer of dibenzyl sulfide is very rapid; even at a reaction temperature of 300/sup 0/C, about one-half is removed after 15 minutes. A recovery of high levels of polymeric materials (adducts boiling about 300/sup 0/C) is observed when reactions are carried out with a poor donor, mesitylene, and oxygen- or sulfur-containing acceptors. These latter hydrogen transfer reactions were carried out at low temperatures (below 400/sup 0/C). The adducts appear to be unstable at higher temperatures. Due to scrambling of deuterium labels above 400/sup 0/C, transfer experiments have been done at lower temperatures using oxygen- and sulfur-containing compounds. Analysis of products from parallel reaction of acceptors with D/sub 4/-tetralin in a nitrogen atmosphere or with unlabeled tetralin in a deuterium atmosphere has been undertaken. In the reduction of benzaldehyde, about three-fourths of the hydrogen comes from the donor solvent and one-fourth from dissolved hydrogen. Detailed studies of rearrangement reactions of /sup 13/C labeled donor solvents have been undertaken and are described herein. In summary, three-ring compounds, such as octahydrophenanthrene, undergo rearrangement reactions to form appreciable levels of poorer donors having five-membered rings. The implication is that three-ring solvents may lose part of their effective hydrogen donor capacity when recycled.

• Research Organization: Gulf Research and Development Co., Pittsburgh, Pa. (USA)
• OSTI ID: 5153460
• Report Number(s): FE-2305-15
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
010403 -- Coal & Coal Products-- Hydrogenation-- (-1987)
010404* -- Coal
Lignite
& Peat-- Gasification
ALDEHYDES
AROMATICS
BENZALDEHYDE
CARBONACEOUS MATERIALS
CHEMICAL REACTIONS
COAL
CRYOGENIC FLUIDS
DEUTERIUM
DEUTERIUM COMPOUNDS
ELEMENTS
ENERGY SOURCES
FLUIDS
FOSSIL FUELS
FUELS
HYDROCARBONS
HYDROGEN
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROGENATION
ISOTOPE APPLICATIONS
ISOTOPES
LIGHT NUCLEI
NONMETALS
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
STABLE ISOTOPES
TETRALIN
TRACER TECHNIQUES