The Partition Behavior of Fluorotelomer Alcohols and Olefins

Goss, Kai‐Uwe; Bronner, Guido; Harner, Tom; Hertel, Monika; Schmidt, Torsten

doi:10.1021/es060004p

Cited by 126 publications

(238 citation statements)

References 29 publications

(35 reference statements)

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“…There was little forest filter effect for compounds with log K OA , 7, [43] and the log K OA of FTOH fell in this range with values of 5.26-5.72. [35,36] This is also supported by the investigation that FTOHs could not be detected in the spruce needle samples implying a low tendency for FTOH to partition to needle surfaces. [44] At the Zugspitze site, the variable median values of FTOH among NW, NE, S and M indicated that the air mass origin was an important factor influencing the levels of atmospheric FTOH.…”

Section: Ftoh Concentrationsmentioning

confidence: 53%

“…Naphthalene is the most volatile compound with log P L and log K OA values of 1.60 and 5.19, [33] respectively. The comparable log P L and log K OA values of 6:2, 8:2 and 10:2 FTOH were À0.70-1.26 [34] and 5.26-5.72, [35,36] respectively, which implies that the breakthrough of FTOHs during field air sampling was also negligible. Moreover, a breakthrough experiment was conducted indoor at a temperature of 22-24 8C, which gave breakthrough rates of 18, 11 and 5 % for 6:2, 8:2 and 10:2 FTOH, respectively.…”

Section: Methods Validationmentioning

confidence: 87%

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Occurrence of fluorotelomer alcohols at two Alpine summits: sources, transport and temporal trends

Henkelmann

et al. 2017

Environ. Chem.

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Environmental context. The transport and fate of organic pollutants such as fluorotelomer alcohols (FTOHs) in the atmosphere affect their risks to the environment and human health. On the basis of hourly trajectory predictions, we found that, from 2007 to 2010, individual levels of 6:2, 8:2 and 10:2 FTOH were from nondetectable to 72.4 pg m À3 at two Alpine summits. Air mass origin was an important factor determining the Alpine atmospheric FTOH levels.Abstract. The transport and fate of fluorotelomer alcohols (FTOHs) in the atmosphere affect their risks to the environment and human health. In this study, we aimed to investigate the sources, transport and temporal variations of FTOHs (6:2, 8:2 and 10:2 FTOH) at two Alpine summits (Sonnblick and Zugspitze). The active air sampler consisting of four XAD cartridges was applied to collect FTOHs from 2007 to 2010. Four separate cartridges were assigned for four air flow regimes (three European sectors and one mixed source origin), and switched and controlled on the basis of an hourly trajectory prediction. FTOH (6:2, 8:2 and 10:2) was measured with individual concentrations ranging from less than the limit of detection to 72.4 pg m À3 . Also, 8:2 FTOH was the dominant compound, accounting for 41-72 % of the total FTOH (SFTOH) concentration. Significant differences were not observed in FTOH concentrations between Sonnblick and Zugspitze since the two sites are relatively close compared with the geographic extent of the area studied. Air-flow regime was an important factor determining the atmospheric FTOH levels. Particularly at Zugspitze, air mass from the NE (regions north-east of the Alps) showed the highest median SFTOH concentration (36.9 pg m À3 ), followed by S (the Po basin in Italy), NW (regions north-west of Alps) and M (mixed source origin, polar regions or high altitudes). Furthermore, the seasonal variation in FTOH concentrations was not correlated with the site temperatures, but was dependent on the wind speed. Overall, the results indicated low FTOH concentrations at these two Alpine summits compared with European populated cities and provided important information for understanding the fate of FTOHs in the Alpine atmosphere.

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Section: Ftoh Concentrationsmentioning

confidence: 53%

Section: Methods Validationmentioning

confidence: 87%

Occurrence of fluorotelomer alcohols at two Alpine summits: sources, transport and temporal trends

Henkelmann

et al. 2017

Environ. Chem.

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“…The observed low internal consistency of the experimental data indicates that there is likely a measurement error in one (or all) of P L , [29] S W [30,31] or K AW . [19] COSMO calculation results for other PFASs A complete list of PFASs examined in this study, for which there are few or no measured physicochemical properties available, is included in the Accessory publication (see Tables A30-A33, 130 chemicals in total). For most targeted PFASs only stretched conformations (SCs) were found, since intramolecular hydrogen bonding is not possible.…”

Section: Evaluation Of Cosmotherm Against Measured Properties Of Ftohsmentioning

confidence: 99%

“…However, experimental determination of property data for the PFASs is challenging because the property values lie near the limits of applicability of many methods, and the compounds readily adsorb to surfaces of measuring apparatus. [19] Hence, to date few experimental data are available, as summarised in the Table A1 in the Accessory publication.…”

Section: Introductionmentioning

confidence: 99%

Using COSMOtherm to predict physicochemical properties of poly- and perfluorinated alkyl substances (PFASs)

et al. 2011

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Environmental context. Poly-and perfluorinated alkyl substances (PFASs) include a wide range of individual compounds that are used in many consumer products, but only a few physicochemical property data are available for these chemicals. Here we provide estimates of physicochemical properties (vapour pressure, water solubility, etc.) of 130 individual PFASs derived with a quantum-chemical model. Our results provide insight into the effect of molecular structure on the properties of PFASs and a basis for estimating the environmental partitioning and fate of PFASs.Abstract. Recently, there has been concern about the presence of poly-and perfluorinated alkyl substances (PFASs) in the environment, biota and humans. However, lack of physicochemical data has limited the application of environmental fate models to understand the environmental distribution and ultimate fate of PFASs. We employ the COSMOtherm model to estimate physicochemical properties for 130 individual PFASs, namely perfluoroalkyl acids (including branched isomers for C 4 -C 8 perfluorocarboxylic acids), their precursors and some important intermediates. The estimated physicochemical properties are interpreted using structure-property relationships and rationalised with insight into molecular interactions. Within a homologous series of linear PFASs with the same functional group, both air-water and octanol-water partition coefficient increase with increasing perfluorinated chain length, likely due to increasing molecular volume. For PFASs with the same perfluorinated chain length but different functional groups, the ability of the functional group to form hydrogen bonds strongly influences the chemicals' partitioning behaviour. The partitioning behaviour of all theoretically possible branched isomers can vary considerably; however, the predominant isopropyl and monomethyl branched isomers in technical mixtures have similar properties as their linear counterparts (differences below 0.5 log units). Our property estimates provide a basis for further environmental modelling, but with some caveats and limitations.

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“…This knowledge gap is of importance, since an inverse correlation was found between PFA chain length and the steady state biota sediment accumulation factors (BSAFs) using the aquatic oligochaete Lumbriculus variegatus, [78] highlighting the need to extend existing organic matter-water partitioning datasets for the longer chain PFAs to the shorter chain congeners who may have higher BSAFs. It should also be noted that the difficulty of both measuring and estimating the partitioning constants and physicochemical properties of perfluorinated compounds (PFCs) in general has led to a significant amount of discussion in the literature, [85][86][87][88][89][90][91][108][109][110][111][112][113] potentially dissuading rigorous investments in extended experimental investigations.…”

Section: Introductionmentioning

confidence: 99%

Congener specific organic carbon normalized soil and sediment-water partitioning coefficients for the C1 through C8 perfluoroalkyl carboxylic and sulfonic acids

Rayne

Forest

2009

Nature Precedings

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Organic carbon normalized soil and sediment-water partitioning (K oc ) coefficients were estimated for all C 1 through C 8 perfluorinated alkylsulfonic acid (PFSA) and alkylcarboxylic acids (PFCA) congeners. The limited experimental K oc dataset for the straight chain C 7 through C 10 PFCAs and C 8 and increasing perfluoroalkyl chain length and linearity increase K oc values with substantial intra-and interhomologue variation and interhomologue mixing. Variability in K oc values among the PFCA and PFSA congeners will likely lead to an enrichment of more linear and longer chain isomers in organic matter fractions, resulting in aqueous phases fractionated towards shorter chain branched congeners. The expected magnitude of fractionation will require inclusion in source apportionment models and risk assessments. A comparison of representative established quantitative structure property relationships for estimated K oc values from octanol-water partitioning constants suggests that equilibrium partitioning frameworks may be applicable towards modeling PFCA and PFSA environmental fate processes and warrants further study using other partitioning coefficients for which suitable experimental data is available.

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The Partition Behavior of Fluorotelomer Alcohols and Olefins

Cited by 126 publications

References 29 publications

Occurrence of fluorotelomer alcohols at two Alpine summits: sources, transport and temporal trends

Occurrence of fluorotelomer alcohols at two Alpine summits: sources, transport and temporal trends

Using COSMOtherm to predict physicochemical properties of poly- and perfluorinated alkyl substances (PFASs)

Congener specific organic carbon normalized soil and sediment-water partitioning coefficients for the C1 through C8 perfluoroalkyl carboxylic and sulfonic acids

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