Abstract
Polar compounds consisting of acidic, basic and neutral nonhydrocarbons were separated from the oil portion derived from coal hydrogenation by means of liquid chromatography. These polar compounds comprised a substantial amount of the oil portion, up to ≈ 60 wt%. Acidic and basic compounds were extracted subsequently by chemical methods, leaving the neutral nonhydrocarbons. The neutral nonhydrocarbons were derived further into eight subfractions, Fr-PP n-1 to-8, using gel permeation chromatography. The fractions were analysed quantitatively using 13C- and 1H-n.m.r.. Information on the distribution of functional groups containing heteroatoms, especially oxygen, which were present as phenolic, phenylether or heteroaromatic rings, was provided indirectly by 13C-n.m.r. spectra, utilizing the chemical shift of the carbon which can be distinguished by an adjacent oxygen. Simultaneous application of 13C-n.m.r. with 1H-n.m.r. reduced considerably the number of assumptions required for estimating the average molecular structure of polar compounds.
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