Sorption and partitioning parameters of benzotriazole compounds |
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Authors: | D.S Hart L.E Erickson |
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Affiliation: | a Department of Chemical Engineering, Kansas State University, Manhattan, KS 66506, USA b Department of Biochemistry, Kansas State University, 103 Willard Hall, Manhattan, KS 66506, USA |
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Abstract: | Benzotriazole compounds have major commercial applications as anticorrosive agents in automotive antifreeze and airplane deicer fluids. This study assesses the sorption of benzotriazole (BT), 5-methylbenzotriazole (MBT), and 5-chlorobenzotriazole (CBT) from aqueous solutions to four top soils. The concentration range of 10-500 mg l−1 was used with soils differing in total organic carbon content from 0.27 to 1.72%. Batch systems facilitated the equilibrium sorption with analysis by HPLC. The sorption of these compounds was as much as 60% by mass to a soil with 0.33% Org. C. The log octanol-water partition coefficients (log Kow) were determined to be 1.23 for BT, 1.89 for MBT, and 2.17 for CBT. The relationship between the log of the sorption partition coefficient, log Koc and log Kow differed from previous correlations because hydrophobicity was not the only factor affecting sorption. These compounds have substantial permanent dipole moments as well as being hydrophobic. At high pH where CBT molecules approach their pKa, sorption was approximately 50% less (by mass) than that of relatively non-ionized CBT molecules. |
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Keywords: | Sorption Hydrophobic Binding sites Partitioning |
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