Determination of PBDEs, HBB, PBEB, DBDPE, HBCD, TBBPA and related compounds in sewage sludge from Catalonia (Spain).

The objective of this study was to determine different brominated flame retardants (BFRs) in sewage sludge produced in 17 wastewater treatment plants (WWTPs) located in the Northeast of Spain. A total of eight polybrominated diphenyl ether (PBDE) congeners, from tri- to deca-BDEs, were analyzed. The emerging BFR compounds, hexabromobenzene (HBB), pentabromoethylbenzene (PBEB) and decabromodiphenylethane (DBDPE) were also analyzed. The instrumental methodology for the analysis was based on gas chromatography coupled to mass spectrometry with negative chemical ionization (GC-NICI-MS). Moreover, liquid cromathography-quadrupole linear ion trap mass spectrometry (LC-QqLIT-MS/MS) was applied for the determination of hexabromocyclododecanes (HBCDs), tetrabromobisphenol A (TBBPA) and their related compounds, bisphenol A (BPA), monobromobisphenol A (MonoBBPA), dibromobisphenol A (DiBBPA) and tribromobisphenol A (TriBBPA). The most abundant PBDE congener in these sewage sludge samples was BDE-209, with levels ranging from nd to 2303 ng/g dw. In addition, a significant concentrations of DBDPE were also detected, nd-257 ng/g dw, due to their increase production as a Deca-BDE substitute. The emerging compounds HBB and PBEB were detected in 4 WWTPs and their concentrations ranged between nd-5.71 and nd-2.33 ng/g, respectively. TBBPA was detected in quantifiable levels in 15 of the 17 WWTPs analyzed, in concentration range of nd-472 ng/g dw, whereas HBCDs were only found in 8 WWTPs in lower concentrations, between nd and 97.5 ng/g dw. Based on the analysis of sewage sludge samples from different WWTPs and in order to evaluate the impact of these contaminants in the environment, an estimation of BFRs accumulated in the total sewage sludge produced in Catalonia was carried out, with values of 57.8 kg/year, 6.76 kg/year, 13.5 kg/year, 1.56 kg/year, 0.18 kg/year and 0.02 kg/year for PBDEs, DBDPE, TBBPA, HBCDs, HBB and PBEB respectively.

[1]  Aharon Abeliovich,et al.  Anaerobic-Aerobic Process for Microbial Degradation of Tetrabromobisphenol A , 2000, Applied and Environmental Microbiology.

[2]  E. Pelletier,et al.  LC-ESI-MS-MS method for the analysis of tetrabromobisphenol A in sediment and sewage sludge. , 2004, The Analyst.

[3]  Ǻ. Bergman,et al.  An overview of commercially used brominated flame retardants, their applications, their use patterns in different countries/regions and possible modes of release. , 2003, Environment international.

[4]  Kevin W. George,et al.  Microbial O-methylation of the flame retardant tetrabromobisphenol-A. , 2008, Environmental science & technology.

[5]  J. Boer,et al.  New brominated flame retardants in Dutch sediments and suspended particulate matter , 2008 .

[6]  B. Jansson,et al.  Analysis of tetrabromobisphenol A in a product and environmental samples , 1995 .

[7]  Mohamed Abou-Elwafa Abdallah,et al.  Analytical and environmental aspects of the flame retardant tetrabromobisphenol-A and its derivatives. , 2009, Journal of chromatography. A.

[8]  Carlo Crescenzi,et al.  Determination of the flame retardant tetrabromobisphenol A in air samples by liquid chromatography-mass spectrometry. , 2006, Journal of chromatography. A.

[9]  C. D. de Wit An overview of brominated flame retardants in the environment. , 2002, Chemosphere.

[10]  Juliette Legler,et al.  Are brominated flame retardants endocrine disruptors? , 2003, Environment international.

[11]  J. Boer,et al.  Pitfalls in the analysis of brominated flame retardants in environmental, human and food samples – including results of three international interlaboratory studies , 2006 .

[12]  D. Barceló,et al.  Identification and trace level determination of brominated flame retardants by liquid chromatography/quadrupole linear ion trap mass spectrometry. , 2008, Rapid communications in mass spectrometry : RCM.

[13]  Rita Meyer,et al.  Polybrominated diphenyl ether in sewage sludge in Germany. , 2007, Chemosphere.

[14]  J. de Boer,et al.  First world-wide interlaboratory study on polybrominated diphenylethers (PBDEs). , 2002, Chemosphere.

[15]  K. Oberg,et al.  Distribution and levels of brominated flame retardants in sewage sludge. , 2002, Chemosphere.

[16]  Damià Barceló,et al.  Effect of sewage sludges contaminated with polybrominated diphenylethers on agricultural soils. , 2008, Chemosphere.

[17]  J. Caixach,et al.  Effects of sewage sludges contaminated with polychlorinated dibenzo-p-dioxins, dibenzofurans, and biphenyls on agricultural soils , 1997 .

[18]  G. Gabrielsen,et al.  Maternal transfer of organohalogen contaminants and metabolites to eggs of Arctic-breeding glaucous gulls. , 2006, Environmental pollution.

[19]  A. Bergman,et al.  Brominated flame retardants in serum from U.S. blood donors. , 2001, Environmental science & technology.

[20]  Marinella Farré,et al.  Hexabromocyclododecane in human breast milk: levels and enantiomeric patterns. , 2009, Environmental science & technology.

[21]  A. Gerecke,et al.  Structure elucidation of hexabromocyclododecanes--a class of compounds with a complex stereochemistry. , 2005, Chemosphere.

[22]  M. L. La Guardia,et al.  Evidence of debromination of decabromodiphenyl ether (BDE-209) in biota from a wastewater receiving stream. , 2007, Environmental science & technology.

[23]  G. Gabrielsen,et al.  Brominated flame retardants in glaucous gulls from the Norwegian Arctic: more than just an issue of polybrominated diphenyl ethers. , 2007, Environmental science & technology.

[24]  D. Grandjean,et al.  Concentrations and specific loads of brominated flame retardants in sewage sludge. , 2008, Chemosphere.

[25]  M. McLachlan,et al.  An international survey of decabromodiphenyl ethane (deBDethane) and decabromodiphenyl ether (decaBDE) in sewage sludge samples. , 2008, Chemosphere.

[26]  C. Wahlberg,et al.  Mass balance of decabromodiphenyl ethane and decabromodiphenyl ether in a WWTP. , 2009, Chemosphere.

[27]  D. Fennell,et al.  Anaerobic biotransformation of tetrabromobisphenol A, tetrachlorobisphenol A, and bisphenol A in estuarine sediments. , 2002, Environmental science & technology.

[28]  R. Peterson,et al.  Effects of xenobiotics and steroids on renal and hepatic estrogen metabolism in lake trout. , 2006, General and comparative endocrinology.

[29]  Jon A Arnot,et al.  Hexabromocyclododecane: current understanding of chemistry, environmental fate and toxicology and implications for global management. , 2011, Environmental science & technology.

[30]  Steven Morris,et al.  Distribution and fate of HBCD and TBBPA brominated flame retardants in North Sea estuaries and aquatic food webs. , 2004, Environmental science & technology.

[31]  R. Weber,et al.  Hexabromobenzene and Pentabromophenol in German Sewage Sludge - Indication of Significant Commercial Use , 2005 .

[32]  J. Vikelsøe,et al.  Polybrominated Diphenyl Ethers (PBDEs) in Sewage Sludge and Wastewater , 2003 .

[33]  H. Stapleton,et al.  Photodegradation of decabromodiphenyl ether in house dust by natural sunlight , 2008, Environmental Toxicology and Chemistry.

[34]  J. Boer,et al.  Analysis and occurrence of new brominated flame retardants in the environment , 2008 .

[35]  H. Hagenmaier,et al.  Analysis of sewage sludge for polyhalogenated dibenzo-p-dioxins, dibenzofurans, and diphenylethers , 1992 .

[36]  Guiying Li,et al.  One-step process for debromination and aerobic mineralization of tetrabromobisphenol-A by a novel Ochrobactrum sp. T isolated from an e-waste recycling site. , 2011, Bioresource technology.

[37]  A. Piersma,et al.  The benchmark approach is the preferred method to describe the toxicology of tetrabromobisphenol A (TBBPA) - Response to Banasik et al. (2009). , 2009 .

[38]  A. Bergman,et al.  Photochemical transformations of tetrabromobisphenol A and related phenols in water. , 2004, Chemosphere.

[39]  M. Rose,et al.  Brominated Organic Micropollutants—Igniting the Flame Retardant Issue , 2004 .

[40]  Peter Schmid,et al.  Anaerobic degradation of brominated flame retardants in sewage sludge. , 2006, Chemosphere.

[41]  E. Jakobsson,et al.  Impaired behaviour, learning and memory, in adult mice neonatally exposed to hexabromocyclododecane (HBCDD). , 2006, Environmental toxicology and pharmacology.

[42]  J. Tiedje,et al.  Diversity of Dechlorinating Bacteria , 2004 .

[43]  R. Letcher,et al.  Metabolism in the toxicokinetics and fate of brominated flame retardants--a review. , 2003, Environment international.

[44]  A Ginebreda,et al.  Toxic potency assessment of non- and mono-ortho PCBs, PCDDs, PCDFs, and PAHs in northwest Mediterranean sediments (Catalonia, Spain). , 2001, Environmental science & technology.

[45]  Heather M Stapleton,et al.  Polybrominated diphenyl ether flame retardants in the North American environment. , 2003, Environment international.

[46]  R. Letcher,et al.  Simultaneous determination of tetrabromobisphenol A, tetrachlorobisphenol A, bisphenol A and other halogenated analogues in sediment and sludge by high performance liquid chromatography-electrospray tandem mass spectrometry. , 2005, Journal of chromatography. A.

[47]  D. Barceló,et al.  Simultaneous determination of hexabromocyclododecane, tetrabromobisphenol A, and related compounds in sewage sludge and sediment samples from Ebro River basin (Spain) , 2010, Analytical and bioanalytical chemistry.

[48]  R. Hites,et al.  Novel flame retardants, 1,2-bis(2,4,6-tribromophenoxy)ethane and 2,3,4,5,6-pentabromoethylbenzene, in United States' environmental samples. , 2005, Environmental science & technology.

[49]  C. Marvin,et al.  Refinements to the diastereoisomer-specific method for the analysis of hexabromocyclododecane. , 2005, Rapid communications in mass spectrometry : RCM.

[50]  C. Marvin,et al.  Biotransformation enzymes and thyroid axis disruption in juvenile rainbow trout (Oncorhynchus mykiss) exposed to hexabromocyclododecane diastereoisomers. , 2008, Environmental science & technology.

[51]  D. Bedard,et al.  Use of Halogenated Benzoates and Other Halogenated Aromatic Compounds To Stimulate the Microbial Dechlorination of PCBs , 1999 .

[52]  Adrian Covaci,et al.  Hexabromocyclododecanes (HBCDs) in the environment and humans: a review. , 2006, Environmental science & technology.

[53]  Mikael Remberger,et al.  The environmental occurrence of hexabromocyclododecane in Sweden. , 2004, Chemosphere.

[54]  C. A. Wit An overview of brominated flame retardants in the environment. , 2002 .

[55]  Xiaojun Luo,et al.  Spatial distribution and vertical profile of polybrominated diphenyl ethers, tetrabromobisphenol A, and decabromodiphenylethane in river sediment from an industrialized region of South China. , 2009, Environmental pollution.

[56]  Akira Nakajima,et al.  Neurobehavioral effects of tetrabromobisphenol A, a brominated flame retardant, in mice. , 2009, Toxicology letters.

[57]  Mehran Alaee,et al.  Distribution of hexabromocyclododecane in Detroit River suspended sediments. , 2006, Chemosphere.

[58]  Jacob de Boer,et al.  Levels and trends of brominated flame retardants in the European environment. , 2006, Chemosphere.

[59]  Jacob de Boer,et al.  Polybrominated diphenyl ethers in influents, suspended particulate matter, sediments, sewage treatment plant and effluents and biota from the Netherlands. , 2003, Environmental pollution.

[60]  Matthew Hysell,et al.  Organic chemicals in sewage sludges. , 2006, The Science of the total environment.

[61]  A. Covaci,et al.  Novel brominated flame retardants: a review of their analysis, environmental fate and behaviour. , 2011, Environment international.

[62]  Karin D North,et al.  Tracking polybrominated diphenyl ether releases in a wastewater treatment plant effluent, Palo Alto, California. , 2004, Environmental science & technology.

[63]  D. Barceló,et al.  Determination of decabromodiphenyl ether in sediments using selective pressurized liquid extraction followed by GC–NCI-MS , 2004, Analytical and bioanalytical chemistry.

[64]  Aaron M. Peck,et al.  Analysis of hexabromocyclododecane diastereomers and enantiomers by liquid chromatography/tandem mass spectrometry: chromatographic selectivity and ionization matrix effects. , 2006, Journal of chromatography. A.