Evaluation of PFO formation from the biodegradation of a fluorotelomer-based urethane polymer product in aerobic soils

Abstract This study is the first to evaluate the rate of formation of perfluorooctanoate (PFO) from the aerobic biodegradation of a fluorotelomer-based urethane polymer and to use this information to assess the global environmental significance of this source. A fluorotelomer-based urethane polymer product test substance was studied in four aerobic soils over two years to determine the rate at which the fluorotelomer side-chains covalently bonded to the polymer backbone were cleaved and subsequently transformed to form the anions of perfluorocarboxylic acids including PFO. Over the two year duration of the experimental study, a polymer biodegradation half-life of 102 years (range: 28–241) was calculated for the urethane polymer based on regression analysis of the rate of PFO formation in four test soils. When this half-life was applied to the estimated total historic production, use and disposal of fluorotelomer-based urethane polymer, the annual potential global generation of PFO was estimated to be less than one tonne per year.

[1]  T J Wallington,et al.  Atmospheric chemistry of perfluoroalkanesulfonamides: kinetic and product studies of the OH radical and Cl atom initiated oxidation of N-ethyl perfluorobutanesulfonamide. , 2006, Environmental science & technology.

[2]  A. Calafat,et al.  Serum concentrations of 11 polyfluoroalkyl compounds in the u.s. population: data from the national health and nutrition examination survey (NHANES). , 2007, Environmental science & technology.

[3]  Kevin C Jones,et al.  A first global production, emission, and environmental inventory for perfluorooctane sulfonate. , 2009, Environmental science & technology.

[4]  W. R. Berti,et al.  Investigation of the biodegradation potential of a fluoroacrylate polymer product in aerobic soils. , 2008, Environmental science & technology.

[5]  Ning Wang,et al.  Fluorotelomer alcohol biodegradation-direct evidence that perfluorinated carbon chains breakdown. , 2005, Environmental science & technology.

[6]  Ian T Cousins,et al.  Sources, fate and transport of perfluorocarboxylates. , 2006, Environmental science & technology.

[7]  J. Giesy,et al.  Global distribution of perfluorooctane sulfonate in wildlife. , 2001, Environmental science & technology.

[8]  Peter J. Hauser,et al.  Chemical Finishing of Textiles , 2004 .

[9]  R. Buck,et al.  Method development for the determination of residual fluorotelomer raw materials and perflurooctanoate in fluorotelomer-based products by gas chromatography and liquid chromatography mass spectrometry. , 2006, Journal of chromatography. A.

[10]  E. Silberhorn,et al.  Environmental fate assessment of two synthetic polycarboxylate polymers. , 1997, Ecotoxicology and environmental safety.

[11]  John J. Evans,et al.  Degradability of an acrylate-linked, fluorotelomer polymer in soil. , 2009, Environmental science & technology.

[12]  B. Smart,et al.  Organofluorine chemistry : principles and commercial applications , 1994 .

[13]  C. Lau,et al.  Perfluoroalkyl acids: a review of monitoring and toxicological findings. , 2007, Toxicological sciences : an official journal of the Society of Toxicology.

[14]  Thomas Geffke,et al.  Biodegradation kinetic and estimated half-life of a Clariant fluorotelomer-based acrylate polymer—Results from a test on aerobic transformation in soil , 2009 .

[15]  O. Richter,et al.  Guidance Document on Estimating Persistence and Degradation Kinetics from Environmental Fate Studies on Pesticides in EU Registration , 2006 .

[16]  Greg Yarwood,et al.  High-resolution atmospheric modeling of fluorotelomer alcohols and perfluorocarboxylic acids in the North American troposphere. , 2007, Environmental science & technology.

[17]  Ning Wang,et al.  8-2 fluorotelomer alcohol aerobic soil biodegradation: pathways, metabolites, and metabolite yields. , 2009, Chemosphere.

[18]  Derek C G Muir,et al.  Biological monitoring of polyfluoroalkyl substances: A review. , 2006, Environmental science & technology.

[19]  Timothy J Wallington,et al.  Atmospheric chemistry of N-methyl perfluorobutane sulfonamidoethanol, C4F9SO2N(CH3)CH2CH2OH: kinetics and mechanism of reaction with OH. , 2006, Environmental science & technology.

[20]  Timothy J Wallington,et al.  Degradation of fluorotelomer alcohols: a likely atmospheric source of perfluorinated carboxylic acids. , 2004, Environmental science & technology.