Reactions governing coal solubilization. Second quarterly progress report, October 15, 1983-January 15, 1984. [Benzophenone]

Technical Report · Sun Jan 01 04:00:00 EST 1984

OSTI ID:5434307

Stock, L M

Diaryl ketones such as benzophenone and fluorenone have been quite widely used to assess the hydrogen donor capacity of coals and macerals. Brower (Brower, K.R. Fuel, 1977, 56, 245) has, in addition, postulated that carbonyl compounds play special roles in liquefaction of some coals. The fundamental pathways important in the reactions of the ketones and hydrocarbons, however, remain unestablished. Accordingly, we undertook a study of the basic reactions. The reduction of benzophenone by hydrogen donor molecules such as tetralin and dihydroanthracene to give diphenylmethane was investigated in the temperature range from 300 to 400/sup 0/C. Several lines of evidence indicate that the reaction occurs in three distinct stages. The first stage is a radical process which gives benzhydrol. In the second stage, this intermediate undergoes an S/sub N/ reaction to produce water and bis(diphenylmethyl) ether. The ether disproportionates in a readily initiated, free radical chain reaction to give diphenylmethane and benzophenone. The reaction sequence is outlined. The reaction in the presence of coal is more complex because the reactive coal molecules intercept the intermediate diphenylmethyl carbocation to form adduction products with phenols and multiring aromatic compounds. The amount of diphenylmethane produced in the case of coal, therefore, represents a minimum value of the hydrogen donor capacity of that coal or maceral. 22 references, 2 figures, 4 tables.

• Research Organization: Chicago Univ., IL (USA)
• DOE Contract Number: FG22-83PC60796
• OSTI ID: 5434307
• Report Number(s): DOE/PC/60796-2; ON: DE84006121
• Country of Publication: United States
• Language: English

Related Subjects

01 COAL, LIGNITE, AND PEAT
010405* -- Coal
Lignite
& Peat-- Hydrogenation & Liquefaction
AROMATICS
CARBONACEOUS MATERIALS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
COAL
COAL LIQUEFACTION
CONDENSED AROMATICS
DATA
DISSOLUTION
ENERGY SOURCES
EXPERIMENTAL DATA
FOSSIL FUELS
FUELS
HIGH TEMPERATURE
HYDROCARBONS
HYDROGEN TRANSFER
INFORMATION
KETONES
KINETICS
LIQUEFACTION
MATERIALS
NUMERICAL DATA
ORGANIC COMPOUNDS
RADICALS
REACTION INTERMEDIATES
REACTION KINETICS
REDUCTION
RESEARCH PROGRAMS
TETRALIN
THERMOCHEMICAL PROCESSES