Applications of polyparameter linear free energy relationships in environmental chemistry

Environmental Science and Technology

Volumn 48, Issue 21, 2014, Pages 12477-12491

  Endo, Satoshi ^a   Goss, Kai Uwe ^a,b  

^a HELMHOLTZ CENTRE FOR ENVIRONMENTAL RESEARCH UFZ   (Germany)

^b MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; FREE ENERGY; INDUSTRIAL CHEMICALS; REACTION RATES;

ENVIRONMENTAL CHEMICALS; ENVIRONMENTAL CHEMISTRY; ENVIRONMENTAL DISTRIBUTION; EQUILIBRIUM PARTITIONING; PARTITION COEFFICIENT; PARTITIONING SYSTEMS; POLYPARAMETER LINEAR FREE ENERGY RELATIONSHIPS; SOLUTE DESCRIPTORS;

ORGANIC CHEMICALS;

ENVIRONMENTAL CHEMICAL; ORGANIC COMPOUND; ORGANOSILICON DERIVATIVE; SORBENT; POLLUTANT; WATER;

BIOACCUMULATION; CALIBRATION; LINEARITY; ORGANIC POLLUTANT; PARAMETERIZATION; POLLUTION EFFECT; TOXICITY;

CALIBRATION; ENERGY; POLYPARAMETER LINEAR FREE ENERGY RELATIONSHIP; PREDICTION; REVIEW; SOLUTE; TEMPERATURE DEPENDENCE; CHEMISTRY; POLLUTANT; THEORETICAL MODEL; THERMODYNAMICS;

ENVIRONMENTAL POLLUTANTS; MODELS, THEORETICAL; ORGANIC CHEMICALS; THERMODYNAMICS; WATER;

EID: 84908592818     PISSN: 0013936X     EISSN: 15205851     Source Type: Journal    
DOI: 10.1021/es503369t     Document Type: Review

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126. Endo, S.; Goss, K.-U. Comment on "Development of correlations for describing solute transfer into acyclic alcohol solvents based on the Abraham model and fragment-specific equation coefficients" Fluid Phase Equilib. 2010, 291 (2) 212-213
127. Grubbs, L. M.; Achi, S. S.; Acree, W. E., Jr.; Abraham, M. H. Reply to comments of Endo and Goss concerning "Development of correlations for describing solute transfer into acyclic alcohol solvents based on the Abraham model and fragment-specific equation coefficients" Fluid Phase Equilib. 2010, 295 (1) 148-150
128. Netzeva, T. I.; Worth, A.; Aldenberg, T.; Benigni, R.; Cronin, M. T.; Gramatica, P.; Jaworska, J. S.; Kahn, S.; Klopman, G.; Marchant, C. A.; Myatt, G.; Nikolova-Jeliazkova, N.; Patlewicz, G. Y.; Perkins, R.; Roberts, D.; Schultz, T.; Stanton, D. W.; van de Sandt, J. J.; Tong, W.; Veith, G.; Yang, C. Current status of methods for defining the applicability domain of (quantitative) structure-activity relationships. The report and recommendations of ECVAM Workshop 52 ATLA, Altern. Lab. Anim. 2005, 33 (2) 155-173
129. Gramatica, P. Principles of QSAR models validation: Internal and external QSAR Comb. Sci. 2007, 26 (5) 694-701
130. Zhang, H.; Zhao, S.; Yu, Y.; Ni, Y.; Lu, X.; Tian, Y.; Chen, J. Retention of nonionic organic compounds on thermally treated soils Environ. Sci. Technol. 2010, 44 (10) 3677-3682
131. Neale, P. A.; Escher, B. I.; Goss, K.-U.; Endo, S. Evaluating dissolved organic carbon-water partitioning using polyparameter linear free energy relationships: Implications for the fate of disinfection by-products Water Res. 2012, 46 (11) 3637-3645
132. Apul, O. G.; Wang, Q.; Shao, T.; Rieck, J. R.; Karanfil, T. Predictive model development for adsorption of aromatic contaminants by multi-walled carbon nanotubes Environ. Sci. Technol. 2012, 47 (5) 2295-2303
133. Endo, S.; Goss, K.-U. Predicting partition coefficients of polyfluorinated and organosilicon compounds using polyparameter linear free energy relationships (PP-LFERs) Environ. Sci. Technol. 2014, 48 (5) 2776-2784
134. van Noort, P. C. M. A possible simplification of the Goss-modified Abraham solvation equation Chemosphere 2013, 93 (9) 1742-1746
135. Sprunger, L. M.; Acree, W. E., Jr.; Abraham, M. H. Mathematical correlations for gas-to-olive oil, gas-to-saline solution, and saline solution-to-olive oil partition coefficients based on the Goss modified Abraham model QSAR Comb. Sci. 2008, 27 (7) 890-900
136. Endo, S.; Droge, S. T. J.; Goss, K.-U. Polyparameter linear free energy models for polyacrylate fiber-water partition coefficients to evaluate the efficiency of solid-phase microextraction Anal. Chem. 2011, 83 (4) 1394-1400
137. Abraham, M. H.; Acree, W. E., Jr. Partition coefficients and solubilities of compounds in the water-ethanol solvent system J. Solution Chem. 2011, 40 (7) 1279-1290
138. Endo, S.; Schmidt, T. C. Prediction of partitioning between complex organic mixtures and water: Application of polyparameter linear free energy relationships Environ. Sci. Technol. 2006, 40 (2) 536-545
139. Endo, S.; Xu, W.; Goss, K.-U.; Schmidt, T. C. Evaluating coal tar-water partitioning coefficient estimation methods and solute-solvent molecular interactions in tar phase Chemosphere 2008, 73 (4) 532-538
140. Poole, S. K.; Poole, C. F. Chemometric evaluation of the solvent properties of liquid organic salts Analyst 1995, 120 (2) 289-294
141. Abraham, M. H.; Acree, W. E., Jr. Comparative analysis of solvation and selectivity in room temperature ionic liquids using the Abraham linear free energy relationship Green Chem. 2006, 8 (10) 906-915
142. Schneider, M.; Goss, K.-U. Systematic investigation of the sorption properties of Tenax TA, Chromosorb 106, Porapak N, and Carbopak F Anal. Chem. 2009, 81 (8) 3017-3021
143. Hayward, S. J.; Lei, Y. D.; Wania, F. Sorption of a diverse set of organic chemical vapors onto XAD-2 resin: Measurement, prediction and implications for air sampling Atmos. Environ. 2011, 45 (2) 296-302
144. Abraham, M. H.; Le, J. The correlation and prediction of the solubility of compounds in water using an amended solvation energy relationship J. Pharm. Sci. 1999, 88 (9) 868-880
145. Quina, F. H.; Carroll, F. A.; Cheuy, D. M. A linear solvation energy relationship to predict vapor pressure from molecular structure J. Braz. Chem. Soc. 2005, 16 (5) 1010-1016
146. Gunatilleka, A. D.; Poole, C. F. Models for estimating the non-specific toxicity of organic compounds in short-term bioassays Analyst 2000, 125 (1) 127-132
147. Abraham, M. H.; Kumarsingh, R.; Cometto-Muniz, J. E.; Cain, W. S. Draize eye scores and eye irritation thresholds in man combined into one quantitative structure-activity relationship Toxicol. In Vitro 1998, 12 (4) 403-408
148. Abraham, M. H.; Sánchez-Moreno, R.; Cometto-Muñiz, J. E.; Cain, W. S. An algorithm for 353 odor detection thresholds in humans Chem. Senses 2012, 37, 207-218
149. Abraham, M. H.; Kumarsingh, R.; Cometto-Muniz, J. E.; Cain, W. S. An algorithm for nasal pungency thresholds in man Arch. Toxicol. 1998, 72 (4) 227-232
150. Abraham, M. H.; Zhao, Y. H.; Le, J.; Hersey, A.; Luscombe, C. N.; Reynolds, D. P.; Beck, G.; Sherborne, B.; Cooper, I. On the mechanism of human intestinal absorption Eur. J. Med. Chem. 2002, 37 (7) 595-605
151. Abraham, M. H. The factors that influence permeation across the blood-brain barrier Eur. J. Med. Chem. 2004, 39 (3) 235-240
152. Shih, Y.-H.; Gschwend, P. M. Evaluating activated carbon-water sorption coefficients of organic compounds using a linear solvation energy relationship approach and sorbate chemical activities Environ. Sci. Technol. 2009, 43 (3) 851-857
153. Xia, X.-R.; Monteiro-Riviere, N. A.; Riviere, J. E. An index for characterization of nanomaterials in biological systems Nat. Nanotechnol. 2010, 5 (9) 671-675
154. Burg, P.; Cagniant, D. Study of the influence of the soluble organic fraction of an exhaust diesel soot by a linear solvation energy relationship approach Carbon 2003, 41 (5) 1031-1035
155. Burg, P.; Fydrych, P.; Abraham, M. H.; Matt, M.; Gruber, R. The characterization of an active carbon in terms of selectivity towards volatile organic compounds using an LSER approach Fuel 2000, 79 (9) 1041-1045
156. Roth, C. M.; Goss, K. U.; Schwarzenbach, R. P. Sorption of a diverse set of organic vapors to diesel soot and road tunnel aerosols Environ. Sci. Technol. 2005, 39 (17) 6632-6637
157. Zhu, D.; Pignatello, J. J. A concentration-dependent multi-term linear free energy relationship for sorption of organic compounds to soils based on the hexadecane dilute-solution reference state Environ. Sci. Technol. 2005, 39 (22) 8817-8828
158. Endo, S.; Grathwohl, P.; Haderlein, S. B.; Schmidt, T. C. Compound-specific factors influencing sorption nonlinearity in natural organic matter Environ. Sci. Technol. 2008, 42 (16) 5897-5903
159. Chow, Q. W. Predicting adsorption isotherms in natural water using polyparameter linear free energy relationships; Dissertation; University of Illinois at Urbana-Champaign, 2010.
160. Hüffer, T.; Endo, S.; Metzelder, F.; Schroth, S.; Schmidt, T. C. Prediction of sorption of aromatic and aliphatic organic compounds by carbon nanotubes using poly-parameter linear free-energy relationships Water Res. 2014, 59, 295-303
161. Mackay, D.; Shiu, W. Y. A critical review of Henrys law constants for chemicals of environmental interest J. Phys. Chem. Ref. Data 1981, 10 (4) 1175-1199
162. Beyer, A.; Wania, F.; Gouin, T.; Mackay, D.; Matthies, M. Selecting internally consistent physicochemical properties of organic compounds Environ. Toxicol. Chem. 2002, 21 (5) 941-953
163. Schenker, U.; MacLeod, M.; Scheringer, M.; Hungerbühler, K. Improving data quality for environmental fate models: A least-squares adjustment procedure for harmonizing physicochemical properties of organic compounds Environ. Sci. Technol. 2005, 39 (21) 8434-8441
164. Niederer, C.; Goss, K. U.; Schwarzenbach, R. P. Sorption equilibrium of a wide spectrum of organic vapors in Leonardite humic acid: Modeling of experimental data Environ. Sci. Technol. 2006, 40 (17) 5374-5379
165. Niederer, C.; Schwarzenbach, R. P.; Goss, K.-U. Elucidating differences in the sorption properties of 10 humic and fulvic acids for polar and nonpolar organic chemicals Environ. Sci. Technol. 2007, 41 (19) 6711-6717
166. Roth, C. M.; Goss, K. U.; Schwarzenbach, R. P. Sorption of a diverse set of organic vapors to urban aerosols Environ. Sci. Technol. 2005, 39 (17) 6638-6643
167. Abraham, M. H.; Acree, W. E., Jr. Prediction of gas to water partition coefficients from 273 to 373 K using predicted enthalpies and heat capacities of hydration Fluid Phase Equilib. 2007, 262 (1-2) 97-110
168. Sprunger, L.; Proctor, A.; Acree, W. E., Jr.; Abraham, M. H. Characterization of the sorption of gaseous and organic solutes onto polydimethyl siloxane solid-phase microextraction surfaces using the Abraham model J. Chromatogr. A 2007, 1175 (2) 162-173
169. Endo, S.; Hale, S. E.; Goss, K.-U.; Arp, H. P. H. Equilibrium partition coefficients of diverse polar and nonpolar organic compounds to polyoxymethylene (POM) passive sampling devices Environ. Sci. Technol. 2011, 45 (23) 10124-10132
170. Kamprad, I.; Goss, K. U. Systematic investigation of the sorption properties of polyurethane foams for organic vapors Anal. Chem. 2007, 79 (11) 4222-4227
171. Abraham, M. H.; Ibrahim, A. Gas to olive oil partition coefficients: A linear free energy analysis J. Chem. Inf. Model. 2006, 46 (4) 1735-1741