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Environmental fate of triethylene glycol dinitrate

NRC Biotechnology Research Institute; National Research Council Canada
Published in:
Environmental Engineering Science
Pages :
NPArC #:
TEGDN; aqueous solubility; Kow; soil sorption; (bio)degradation; hydrolysis; photolysis
Triethylene glycol dinitrate (TEGDN) is an energetic plasticizer presently used in the synthesis of new insensitiveformulations. However, little is known about its environmental fate and impact. In the present study, wemeasured several environmental physicochemical parameters that are necessary to predict the fate and impact ofthe chemical in the environment. High solubility of TEGDN in water (7,430mg L1 at 25 8C), its low log Kowvalue (0.79), and low Kd values (0.09-0.78 L kg1) suggest that TEGDN will be very mobile in soils. We alsoinvestigated the kinetics and mechanisms of several degradation processes likely to occur in the environment.Hydrolysis and degradation in sterile soils were found to be very slow. No significant biological transformationwas detected after 3-month incubation in soils under aerobic conditions. Photolysis was the fastest process totake place with a rate of 0.049 day1 (t1/2¼14 days) and 0.031 day1 (t1/2¼22 days) at 258C in the dissolved ordry form, respectively. Nitrate, formaldehyde, and formate were the major photoproducts. Glyoxal, glycolaldehyde,and polycondensation products were also observed in the absence of water.
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