ANALYSIS OF AMINO POLYCYCLIC AROMATIC-HYDROCARBONS AND POLYCYCLIC AROMATIC NITROGEN-HETEROCYCLES IN THE BASIC FRACTION OF COAL-DERIVED OIL

Amino polycyclic aromatic hydrocarbons (APAH) and polycyclic aromatic nitrogen heterocycles (PANH) in coal-derived oil (bp 150-400°C) were analyzed in detail. The coal-derived oil was distilled into four fractions. Basic compounds were extracted with acid and APAH was converted into trifluoro acetylamino derivative (TFA-APAH). Subsequent acid extraction enabled the complete separation of insoluble TFA-APAH and soluble PANH (Fig. 1). They were analyzed qualitatively by a new technique combining the information obtained from capillary GC-MS, retention index (RI) for capillary GC and HPLC-fluorescence spectroscopy, and analyzed quantitatively by mass chromatography (MC). The components of PANH increased in the order of C0-C8 substituted quinoline (23.90% in the basic fraction) >C0-C7 substituted benzoquinoline+phenanthridine (13.71%)>C0-C7 substituted Azapyrene (11.28%)>C0-C7 substituted phenylpyridine (10.75%)>C0-C7 substituted phenylquinoline (5.35%) (Table 6). The componsnts of APAH increased in the order of C0-C8 substituted aniline (5.00% in the basic fraction)>C0-C6 substituted aminoindan (4.17%)>C0-C6 substituted aminobiphenyl (1.94%) >C0-C8 substituted aminonaphthalene (1.30%) >C0-C5 substituted aminophenanthrene (1.06%)>C0-C5 substituted aminofluorene (0:79%) (Table 7). Carcinogenic PANH was constituted 33.4% and carcinogenic APAH was constituted 5.3% of the basic fraction, respectively. Carcinogenic components of them are described (Table 6 and 7). © 1990, The Chemical Society of Japan. All rights reserved.