A middle-temperature coal tar (MTCT) was distilled into multiple narrow boiling point fractions. The MTCT and its distillate fractions were subjected to bulk property analysis and molecular compositional characterization by gas chromatography–mass spectrometry. Acid/basic liquid extraction was performed to separate the MTCT into acidic, basic, and neutral fractions, which were characterized by positive-ion electrospray ionization (ESI) Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometry. The dominant compounds in MTCT were aromatics, phenols, and normal alkanes. The number of carbon atoms in the substituent chains varied over a relatively broad range for each homology. The composition of narrow distillate fractions varied: light naphtha (<100 °C) had a high benzene content, which is an unsuitable gasoline blending stock; middle distillates (160–240 °C) enriched with phenols, which is a good extraction feedstock for chemical products; and heavy distillates (>240 °C) are a hydrotreating feedstock for clean fuel production. The MTCT had large amounts of acidic and basic components, consisting of oxygen- and nitrogen-containing molecules. The basic fraction accounted for 2.68 wt % MTCT. Only nitrogen compounds in the MTCT could be detected by positive-ion ESI. Most of the oxygen-containing molecules exhibited a weak acidity and were partially extracted into the acidic fraction. Basic nitrogen compounds co-existed in the acidic, basic, and neutral fractions of MTCT. However, the molecular compositions of basic nitrogen compounds were different among these fractions: molecules with low carbon numbers and high aromaticities were found in the acidic and basic fractions, whereas mono-nitrogen basic compounds were abundant in the neutral fraction.
A commercial lignite gasification-derived middle-temperature coal tar (MTCT) was subjected to acid−base extraction to obtain acidic, basic, and neutral fractions. The neutral fraction was characterized by mass spectrometry (MS) for hydrocarbon-group-type analysis and further fractionated by extrography into six subfractions, which were characterized by gas chromatography−mass spectrometry (GC−MS). Saturate, aromatic, and resin fractions of the neutral fraction accounted for 16.4, 47.6, and 36.0 wt %, respectively. The GC−MS analysis showed that the first neutral subfraction (15.7 wt %) contained alkanes, alkenes, and cycloalkanes; the second subfraction (52.0 wt %) contained 1−6-ring aromatics; the third subfraction (4.6 wt %) contained neutral nitrogen compounds, such as indoles, carbazoles, and benzocarbazoles; the fourth subfraction (8.2 wt %) contained neutral polar compounds, such as C 8 −C 28 alkyl nitriles and aliphatic and aromatic ketones, such as 4-, 5-, and 6-ketones and phenyl ketones, derived from a series of propiophenone to decanophenone; the fifth subfraction (14.9 wt %) contained 2-ketones and aromatic ketones, such as acetophenones, indanones, and acetonaphthones; and most of the sixth subfraction (1.3 wt %) cannot be eluted from GC. Electrospray ionization (ESI) coupled with Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) was used to analyze the third neutral subfraction, which was enriched with neutral nitrogen compounds. In addition to indoles, carbazoles, and benzocarbazoles, FT-ICR MS analysis showed that dibenzocarbazoles and tribenzocarbazoles with various carbon numbers were present in the third neutral subfraction.
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