Derivation of solubility parameters of chlorinated dibenzofurans and dibenzo[p]dioxins from gas chromatographic retention parameters via SOFA

Govers, H.A.J.; Wielen, F.W.M. van der; Olie, K.

doi:10.1016/0021-9673(95)00623-u

Cited by 12 publications

(3 citation statements)

References 24 publications

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“…Once calculated, the solubility parameter of a sorbent may be used to determine either the solubility parameters of the analytes or the partition coefficients. As an example, the solubility parameter of DDT (log KOW ) 6.00, log KDOM ) 5.19 measured by us via the dynamic approach using the Roth DOM, V ) 228 mL mol -1 , δHOM ) 24.0 J 0.5 cm -1.5 ) amounts to 19.5 J 0.5 cm -1.5 , which is reasonable (15). In this respect, the finding of Chiou (see refs 16 and 17) becomes plausible, according to which poly(ethylene glycol) (PEG; molecular weight around 10 3 Da) exhibited no significant solubility enhancement toward DDT.…”

Section: Resultssupporting

confidence: 53%

Sorption of Very Hydrophobic Organic Compounds (VHOCs) on Dissolved Humic Organic Matter (DOM). 2. Measurement of Sorption and Application of a Flory−Huggins Concept To Interpret the Data

Poerschmann

Kopinke

2001

Environ. Sci. Technol.

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Sorption phenomena of very hydrophobic compounds (VHOCs, log K(OW) > 5) on dissolved humic organic matter (DOM) are overwhelmingly based on partitioning processes. In this respect, DOM is very similar to "rubbery" soil/sediment OM. To exclude system adsorption effects, the DOM sorption coefficients (K(DOM)) of VHOCs were determined using a dynamic approach based on the VHOCs' aqueous solubility enhancement in the presence of DOM. Partition coefficients are strongly correlated to the analytes' Kow across the alkane, PAH, and PCB groups under study. These three "families" are regarded to be good models of hydrophobic partitioning. On the basis of a uniform one-parameter concept characterizing sorption on amorphous polymers, Hildebrand solubility parameters of amorphous polymeric sorbents, including DOM, and of sorbates can be calculated on the basis of partition coefficients. Likewise, partition coefficients can be estimated using Hildebrand solubility parameters. Literature-based partition coefficients on DOM fit very well in this universal one-parameter concept. On using our own sorption data of PAHs, PCBs, and alkanes on DOM, an almost identical solubility parameter for the DOM polymer under study is obtained. The concept is also very useful in understanding both waterborne and airborne bioconcentration processes, which are considered to be partitioning phenomena.

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Section: Resultssupporting

confidence: 53%

Sorption of Very Hydrophobic Organic Compounds (VHOCs) on Dissolved Humic Organic Matter (DOM). 2. Measurement of Sorption and Application of a Flory−Huggins Concept To Interpret the Data

Poerschmann

Kopinke

2001

Environ. Sci. Technol.

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“…The pL°(25 °C) value of PCDD/F congeners was given by Govers and Krop (39), and those of homologues were calculated as the average of all isomers in each group. The pL values in our study were temperature corrected using the Clausius-Clapeyron equation (40) where R is the universal gas constant (8.3143 J -1 mol K -1 ) and ∆H is the vaporization enthalpy (J -1 mol), which was obtained from Govers et al (41). We calculated the gasparticle partitioning coefficient of PCDD/Fs (Kp (m 3 /µg)) with the following equation:…”

Section: Resultsmentioning

confidence: 99%

Severe PCDD/F and PBDD/F Pollution in Air around an Electronic Waste Dismantling Area in China

Sheng

et al. 2007

Environ. Sci. Technol.

279

162

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The presence of chlorinated and brominated compounds in electronic waste (EW) results in the formation of polychlorinated dibenzo-p-dioxins and dibenzofurans (PCDD/Fs) and polybrominated dibenzo-p-dioxins and dibenzofurans (PBDD/Fs) during the EW dismantling process. In this study, we investigated the dioxins present in ambient air around the EW dismantling area Guiyu in Guangdong, China. Atmospheric PCDD/F (tetra to octa) abundances and toxic equivalent (TEQ) values were 64.9-2365 pg/m3 and 0.909-48.9 pg of W-TEQ/m3, respectively; these are the highest documented values of these compounds found in ambient air in the world. PBDD/Fs (eight 2,3,7,8-substituted congeners) were also found at high pollution levels (concentrations of 8.124-61 pg/m3 and 1.6-2104 pg of I-TEQ/m3). Profiles of the 2,3,7,8-PCDD/F homologues in the air of Guiyu differed from typical urban air patterns reported in the literature, and the concentration of homologues increased with the chlorination degree of 2,3,7,8-PCDD/Fs except for OCDF. The severe dioxin pollution present in Guiyu substantially influences the adjacent area of Chendian, where atmospheric PCDD/F and 2,3,7,8-PBDD/F levels are higher than those of common urban areas in the world. Our tentative inhalation risk assessment showed that residents in Guiyu are at a high risk of exposure to dioxins. The total PCDD/F intake doses far exceed the WHO 1998 tolerable daily intake limit of 1-4 pg of W-TEQ kg(-1) day(-1).

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“…Physical and chemical properties of polychlorinated dibenzo-p-dioxins. [36][37][38][39][40][41][42][43][44][45][46][47] …”

Section: Resultsmentioning

confidence: 99%

Use of quantitative-structure property relationship (QSPR) and artificial neural network (ANN) based approaches for estimating the octanol-water partition coefficients of the 209 chlorinatedtrans-azobenzene congeners

Wilczyńska-Piliszek

Piliszek

Falandysz

2012

Journal of Environmental Science and Health, Part B

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Polychlorinated azobenzenes (PCABs) can be found as contaminant by products in 3,4-dichloroaniline and its derivatives and in the herbicides Diuron, Linuron, Methazole, Neburon, Propanil and SWEP. Trans congeners of PCABs are physically and chemically more stable and so are environmentally relevant, when compared to unstable cis congeners. In this study, to fulfill gaps on environmentally relevant partitioning properties of PCABs, the values of n-octanol/water partition coefficients (log K(OW)) have been determined for 209 congeners of chloro-trans-azobenzene (Ct-AB) by means of quantitative structure-property relationship (QSPR) approach and artificial neural networks (ANN) predictive ability. The QSPR methods used based on geometry optimalization and quantum-chemical structural descriptors, which were computed on the level of density functional theory (DFT) using B3LYP functional and 6-311++G basis set in Gaussian 03 and of the semi-empirical quantum chemistry method (PM6) of the molecular orbital package (MOPAC). Polychlorinated dibenzo-p-dioxins (PCDDs), -furans (PCDFs) and -biphenyls (PCBs), to which PCABs are related, were reference compounds in this study. An experimentally obtained data on physical and chemical properties of PCDD/Fs and PCBs were reference data for ANN predictions of log K(OW) values of Ct-ABs in this study. Both calculation methods gave similar results in term of absolute log K(OW) values, while the models generated by PM6 are considered highly efficient in time spent, when compared to these by DFT. The estimated log K(OW) values of 209 Ct-ABs varied between 5.22-5.57 and 5.45-5.60 for Mono-, 5.56-6.00 and 5.59-6.07 for Di-, 5.89-6.56 and 5.91-6.46 for Tri-, 6.10-7.05 and 6.13-6.80 for Tetra-, 6.43-7.39 and 6.48-7.14 for Penta-, 6.61-7.78 and 6.98-7.42 for Hexa-, 7.41-7.94 and 7.34-7.86 for Hepta-, 7.99-8.17 and 7.72-8.20 for Octa-, 8.35-8.42 and 8.10-8.62 for NonaCt-ABs, and 8.52-8.60 and 8.81-8.83 for DecaCt-AB. These log K(OW) values shows that Ct-ABs are compounds of relatively low environmental mobility (log K(OW) > 4.5) and of significant bioaccumulation potential.

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Derivation of solubility parameters of chlorinated dibenzofurans and dibenzo[p]dioxins from gas chromatographic retention parameters via SOFA

Cited by 12 publications

References 24 publications

Sorption of Very Hydrophobic Organic Compounds (VHOCs) on Dissolved Humic Organic Matter (DOM). 2. Measurement of Sorption and Application of a Flory−Huggins Concept To Interpret the Data

Sorption of Very Hydrophobic Organic Compounds (VHOCs) on Dissolved Humic Organic Matter (DOM). 2. Measurement of Sorption and Application of a Flory−Huggins Concept To Interpret the Data

Severe PCDD/F and PBDD/F Pollution in Air around an Electronic Waste Dismantling Area in China

Use of quantitative-structure property relationship (QSPR) and artificial neural network (ANN) based approaches for estimating the octanol-water partition coefficients of the 209 chlorinatedtrans-azobenzene congeners

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