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Title: Binding of polychlorinated biphenyls to aquatic humic substances: The role of substrate and sorbate properties on partitioning

Abstract

Two ortho- (2,2{prime},5 and 2,2{prime}5,6{prime}) and a non-ortho- (3,3{prime},4,4{prime}) substituted polychlorinated biphenyl (PCB) congeners were used to study the effects of sorbate structure in binding processes to two lacustrine fulvic acids. Binding constants were determined by solubility enhancement of the solutes by the fulvic acids. The binding of the ortho-trichlorobiphenyl was significantly less than the non-ortho-substituted tetrachlorobiphenyl to both fulvic acids. Surprisingly, the measured ortho-trichlorobiphenyl binding constant to both fulvic acids was approximately the same as the ortho-substituted tetrachlorobiphenyl. The effect of the chlorines in the ortho position inhibits free rotation around the 1,1{prime} carbon bond, thereby making the molecule less able to interact effectively with the fulvic acid substrate relative to its non-ortho-substituted congeners. Finally, binding of all three PCBs to the Great Dismal Swamp fulvic acid was significantly higher than for the Pony Lake sample. This observation is attributable to the former substrate`s higher degree of aromaticity and polarizability, which can potentially interact more favorably with the PCBs through an increase in van der Waals type interactions.

Authors:
;  [1];  [2];  [3]
  1. Ohio State Univ., Columbus, OH (United States). Dept. of Geological Sciences
  2. Geological Survey, Boulder, CO (United States). Water Resources Div.
  3. Univ. of Colorado, Boulder, CO (United States). Inst. for Alpine and Arctic Research
Publication Date:
OSTI Identifier:
687388
Resource Type:
Journal Article
Journal Name:
Environmental Science and Technology
Additional Journal Information:
Journal Volume: 33; Journal Issue: 16; Other Information: PBD: 15 Aug 1999
Country of Publication:
United States
Language:
English
Subject:
54 ENVIRONMENTAL SCIENCES; WATER POLLUTION; POLYCHLORINATED BIPHENYLS; WATER CHEMISTRY; FULVIC ACIDS; SUBSTRATES; SORBIC ACID; GEOGRAPHICAL VARIATIONS

Citation Formats

Uhle, M.E., Chin, Y.P., Aiken, G.R., and McKnight, D.M. Binding of polychlorinated biphenyls to aquatic humic substances: The role of substrate and sorbate properties on partitioning. United States: N. p., 1999. Web. doi:10.1021/es9808447.
Uhle, M.E., Chin, Y.P., Aiken, G.R., & McKnight, D.M. Binding of polychlorinated biphenyls to aquatic humic substances: The role of substrate and sorbate properties on partitioning. United States. doi:10.1021/es9808447.
Uhle, M.E., Chin, Y.P., Aiken, G.R., and McKnight, D.M. Sun . "Binding of polychlorinated biphenyls to aquatic humic substances: The role of substrate and sorbate properties on partitioning". United States. doi:10.1021/es9808447.
@article{osti_687388,
title = {Binding of polychlorinated biphenyls to aquatic humic substances: The role of substrate and sorbate properties on partitioning},
author = {Uhle, M.E. and Chin, Y.P. and Aiken, G.R. and McKnight, D.M.},
abstractNote = {Two ortho- (2,2{prime},5 and 2,2{prime}5,6{prime}) and a non-ortho- (3,3{prime},4,4{prime}) substituted polychlorinated biphenyl (PCB) congeners were used to study the effects of sorbate structure in binding processes to two lacustrine fulvic acids. Binding constants were determined by solubility enhancement of the solutes by the fulvic acids. The binding of the ortho-trichlorobiphenyl was significantly less than the non-ortho-substituted tetrachlorobiphenyl to both fulvic acids. Surprisingly, the measured ortho-trichlorobiphenyl binding constant to both fulvic acids was approximately the same as the ortho-substituted tetrachlorobiphenyl. The effect of the chlorines in the ortho position inhibits free rotation around the 1,1{prime} carbon bond, thereby making the molecule less able to interact effectively with the fulvic acid substrate relative to its non-ortho-substituted congeners. Finally, binding of all three PCBs to the Great Dismal Swamp fulvic acid was significantly higher than for the Pony Lake sample. This observation is attributable to the former substrate`s higher degree of aromaticity and polarizability, which can potentially interact more favorably with the PCBs through an increase in van der Waals type interactions.},
doi = {10.1021/es9808447},
journal = {Environmental Science and Technology},
number = 16,
volume = 33,
place = {United States},
year = {1999},
month = {8}
}