To elucidate the trends and fates of perfluorochemicals such as perfluorocarboxylates (PFCAs) under anaerobic environments, the anaerobic biodegradability of 8:2 fluorotemoler alcohol (8:2 FTOH) was studied. The results indicated that 8:2 FTOH could be decomposed under anaerobic conditions by sewage sludge collected from a municipal wastewater treatment plant, and produce fluoride, per- and poly-fluorinated compounds, and the decomposition data perfectly fitted a double exponential decay model. With an incubation time of 120d, the final molar degradation rate of 8:2 FTOH was up to (93.2±0.9)%, while its molar recoveries decreased with the incubation time, from (97.5±5.1)% at the beginning (1d) to (68.9±4.0)% at the end (120 d). These results indicated that some unknown or volatile products have been generated at the late of incubation. 2H-perfluoro-2-decenoic acid (8:2 FTUA) and perfluorooctanoic acid (PFOA) were the most abundant of poly- and perfluorinated products with the molar yields ranged from (6.94±0.10)% to (24.2±1.5)% and from (2.67±0.22)% to (14.9±1.0)%, respectively. With increasement of incubation time, the molar yields of polyfluorinated products firstly increased and then decreased, while the molar yields of perfluorinated products consistently increased, indicated that they might be the intermediate and final biodegradation products, respectively.
Kissa E. Fluorinated surfactants and repellents[M]. New York:Marcel Dekker Inc., 2001.
[2]
Kotthoff M, Müller J, Jürling H, et al. Perfluoroalkyl and polyfluoroalkyl substances in consumer products[J]. Environmental Science and Pollution Research, 2015,22(19):14546-14559.
[3]
Krafft M P, Riess J G. Selected physicochemical aspects of polyand perfluoroalkylated substances relevant to performance, environment and sustainability-Part one[J]. Chemosphere, 2015,129:4-19.
[4]
Ding G, Peijnenburg W J G M. Physicochemical properties and aquatic toxicity of polyand perfluorinated compounds[J]. Critical Review in Environmental Science and Technology, 2013,6(43):598-678.
[5]
Liu C, Deng J, Yu L, et al. Endocrine disruption and reproductive impairment in zebrafish by exposure to 8:2fluorotelomer alcohol[J]. Aquatic Toxicology, 2010,96(1):70-76.
[6]
Serex T, Anand S, Munley S, et al. Toxicological evaluation of 6:2 fluorotelomer alcohol[J]. Toxicology, 2014,319:1-9.
[7]
O'Connor J C, Munley S M, Serex T L, et al. Evaluation of the reproductive and developmental toxicity of 6:2fluorotelomer alcohol in rats[J]. Toxicology, 2014,317:6-16.
[8]
Fasano W J. Absorption, distribution, metabolism, and elimination of 8-2fluorotelomer alcohol in the rat[J]. Toxicological Sciences, 2006,91(2):341-355.
[9]
Liu J, Lee L S, Nies L F, et al. Biotransformation of 8:2fluorotelomer alcohol in soil and by soil bacteria Isolates[J]. Environmental Science & Technology, 2007,41(23):8024-8030.
[10]
Wang N, Szostek B, Buck R C, et al. 8-2 Fluorotelomer alcohol aerobic soil biodegradation:Pathways, metabolites, and metabolite yields[J]. Chemosphere, 2009,75(8):1089-1096.
[11]
Kim M H, Wang N, McDonald T, et al. Biodefluorination and biotransformation of fluorotelomer alcohols by two alkanedegrading Pseudomonas strains[J]. Biotechnology and Bioengineering, 2012,109(12):3041-3048.
[12]
Butt C M, Muir D C G, Mabury S A. Biotransformation pathways of fluorotelomer-based polyfluoroalkyl substances:A review[J]. Environmental Toxicology and Chemistry, 2014,33(2):243-267.
[13]
Sáez M, de Voogt P, Parsons J R. Persistence of perfluoroalkylated substances in closed bottle tests with municipal sewage sludge[J]. Environmental Science and Pollution Research, 2008,15(6):472-477.
[14]
Zhang S, Szostek B, Mccausland P K, et al. 6:2 and 8:2 Fluorotelomer alcohol anaerobic biotransformation in digester sludge from a WWTP under methanogenic conditions[J]. Environmental Science & Technology, 2013,47(9):4227-4235.
[15]
Sun H, Gerecke A C, Giger W, et al. Long-chain perfluorinated chemicals in digested sewage sludges in Switzerland[J]. Environmental Pollution, 2011,159(2):654-662.
[16]
Huset C A, Barlaz M A, Barofsky D F, et al. Quantitative determination of fluorochemicals in municipal landfill leachates[J]. Chemosphere, 2011,82(10):1380-1386.
[17]
Benskin J P, Li B, Ikonomou M G, et al. Per-and polyfluoroalkyl substances in landfill leachate:Patterns, time trends, and sources[J]. Environmental Science & Technology, 2012,46(21):11532-11540.
[18]
Allred B M, Lang J R, Barlaz M A, et al. Physical and biological release of poly-and perfluoroalkyl substances (PFASs) from municipal solid waste in anaerobic model landfill reactors[J]. Environmental Science & Technology, 2015,49(13):7648-7656.
Liu J, Lee L S. Solubility and sorption by soils of 8:2fluorotelomer alcohol in water and cosolvent systems[J]. Environmental Science & Technology, 2005,39(19):7535-7540.
[21]
Costentin C, Robert M, Savéant J. Does catalysis of reductive dechlorination of tetra-and trichloroethylenes by Vitamin B12 and corrinoid-based dehalogenases follow an electron transfer mechanism?[J]. Journal of the American Chemical Society, 2005, 127(35):12154-12155.
[22]
Lexa D, Saveant J. The electrochemistry of Vitamin B12[J]. Account of Chemical Research, 1983,16(7):235-243.
[23]
He J, Holmes V F, Lee P K H, et al. Influence of Vitamin B12 and cocultures on the growth of dehalococcoides isolates in defined medium[J]. Applied and Environmental Microbiology, 2007, 73(9):2847-2853.
[24]
Koenig J C, Lee M J, Manefield M. Successful microcosm demonstration of a strategy for biodegradation of a mixture of carbon tetrachloride and perchloroethene harnessing sulfate reducing and dehalorespiring bacteria[J]. Journal of Hazardous Materials, 2012,219-220:169-175.
[25]
Zou S, Stensel H D, Ferguson J F. Carbon tetrachloride degradation:Effect of microbial growth substrate and Vitamin B12 content[J]. Environmental Science & Technology, 2000, 34(9):1751-1757.
[26]
Guerrero-Barajas C, Field J A. Enhancement of anaerobic carbon tetrachloride biotransformation in methanogenic sludge with redox active vitamins[J]. Biodegradation, 2005,16(3):215-228.
[27]
Shan H, Kurtz Jr H D, Freedman D L. Evaluation of strategies for anaerobic bioremediation of high concentrations of halomethanes[J]. Water Research, 2010,44(5):1317-1328.
[28]
Guerrero-Barajas C, Field J A. Enhanced anaerobic biotransformation of carbon tetrachloride with precursors of vitamin B12 biosynthesis[J]. Biodegradation, 2006,17(4):317-329.
[29]
Chang B, Yuan S, Ren Y. Anaerobic degradation of tetrabromobisphenol-A in river sediment[J]. Ecological Engineering, 2012,49:73-76.
[30]
Wang J, Fu Z, Liu G, et al. Mediators-assisted reductive biotransformation of tetrabromobisphenol-A by Shewanella sp. XB[J]. Bioresource Technology, 2013,142:192-197.
[31]
Gregorich E G, Beare M H, Stoklas U, et al. Biodegradability of soluble organic matter in maize-cropped soils[J]. Geoderma, 2003,113(3/4):237-252.
[32]
Bowen S R, Gregorich E G, Hopkins D W. Biochemical properties and biodegradation of dissolved organic matter from soils[J]. Biology and Fertility of Soils, 2009,45(7):733-742.
[33]
Goss K. The pKavalues of PFOA and other highly fluorinated carboxylic acids[J]. Environmental Science & Technology, 2008, 42(2):456-458.
[34]
Wang N, Szostek B, Folsom P W, et al. Aerobic biotransformation of 14C-labeled 8-2telomer B alcohol by activated sludge from a domestic sewage treatment plant[J]. Environmental Science & Technology, 2005,39(2):531-538.
