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Photolytic and partitioning behavior of polynuclear aromatic compounds, aromatic amines, and phenols in aqueous coal oil

Thesis/Dissertation ·
OSTI ID:6268318
Aqueous fractions produced from mixing coal oil with water, simulating a spill, have been shown to be acutely and chronically toxic to several aquatic organisms. Identification of the chemical components of these solutions and studies of their behavior and persistence in aquatic systems are needed. The processes of oil/water partitioning and photodegradation, which are of particular importance to the aquatic fate of coal-oil components, were studied here. Analytical techniques were developed and used for the measurement of coal-oil components in both oil and aqueous phases for the determination of distribution coefficients (K/sub D/s). To study photolytic behavior, aqueous coal-oil solutions were exposed to sunlight for up to 3 hr. The photolysis rate constants in pure water for pyrene (0.82 hr ), benz(a)anthracene (1.0 hr ), and benzo(a)pyrene (1.4 hr ), were reduced 6.9 fold in the aqueous coal-oil matrix as determined using isotope dilution gas chromatography/mass spectrometry. Autoxidation was observed for several indoles exposed to sunlight individually. In the aqueous coal-oil matrix it appears that indoles undergo sensitized photolysis. Indoles had very high quantum yields, approaching unity, due possibly to contributions from autoxidation. Products of indole photodegradation isolated from the aqueous coal oil appear to be o-acylamino-ketones. Products were also detected in the acid and base fractions spectophotometrically.
Research Organization:
Michigan Univ., Ann Arbor (USA)
OSTI ID:
6268318
Country of Publication:
United States
Language:
English