Abstract
Purpose
Polycyclic musk compounds (PMC) are used as fragrances in cosmetics and detergents and enter rivers via domestic wastewater and sewage treatment plants. Soils can be contaminated by PMC through application of sewage sludge. Accumulation of PMC occurs in sediments and biota due to their persistence and lipophilicity. Dissolved organic matter (DOM) is of special relevance for their transport and behavior in the environment as it acts as solubilizer and carrier in aquatic and terrestrial systems. With the distribution coefficient KDOC, one can predict their affinity to DOM. Different approaches exist to determine KDOC, resulting in a range of coefficients for a number of organic pollutants. The objective of this study was to determine KDOC values for PMC using solid-phase microextraction (SPME).
Materials and methods
A method to determine KDOC was customized and applied to five PMC. Sorption was analyzed using different concentrations of humic acid (HA) solutions and headspace SPME coupled with GC/MS/MS. HA represented DOM. Regarding sorption in soils, sediments, and sewage sludge, a large concentration range of HA solutions up to 660 mg L−1 dissolved organic carbon (DOC) was chosen. Simultaneous determination of all components in a mixture was compared to experiments with single compounds. The method was matched using pyrene.
Results and discussion
Determined log KDOC values were between 3.32 and 3.67. Compared to experiments with single compounds, determination of the components in a mixture showed no significant difference. Verification experiments with pyrene revealed a close match between KDOC determined in the current study and KDOC literature data. KDOC values of most economical and environmental important PMC 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta[g]-2-benzopyrane (HHCB) and 1-(5,6,7,8-tetrahydro-3,5,5,6,8,8-hexamethyl-2-naphthalenyl)-ethanone (AHTN) are comparable to but slightly lower than KOC values recently published. The greater KDOC for AHTN compared to the one of HHCB corresponds to greater amounts found in sediments. The large range in HA concentrations, allows for an assessment of PMC partitioning behavior in sewage treatment plants and soils contaminated with PMC.
Conclusions
This method is applicable for semi-volatile substances. Since compounds have varying characteristics, this method has to be verified regarding specific parameters particularly kinetics. Suitability of this method should be tested for relevant PMC metabolites and to determine KDOC with natural organic matter from soils, rivers, sediments, and sewage sludge. This adapted method can be used to establish KDOC values for a variety of substances in a short amount of time and is applicable to environmental fate modeling and registration of chemicals.



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Arthur CL, Pawliszyn J (1990) Solid phase microextraction with thermal desorption using fused silica optical fibers. Anal Chem 62:2145–2148
Artola-Garicano E, Borkent I, Hermens JLM, Vaes WHJ (2003) Removal of two polycyclic musks in sewage treatment plants: freely dissolved and total concentrations. Environ Sci Technol 37:3111–3116
Berset JD, Etter-Holzer R, Kupper T, Tarradellas J (2003) Synthesis and characterisation of metabolites of polycyclic musks—development of improved methods for the analysis of polycyclic musks. Final report of subproject 3 of the SEA project. Part 1 (report in German with summary in English). Bundesamt für Umwelt, Wald und Landschaft (BUWAL) Abteilung Gewässerschutz und Fischerei, Bern, Switzerland
Bester K (2007) Personal care compounds in the environment. Pathways, fate and methods for determination. Wiley, Weinheim
Bester K (2009) Analysis of musk fragrances in environmental samples. J Chromatogr A 1216:470–480
Burkhard LP (2000) Estimating dissolved organic carbon partition coefficients for nonionic organic chemicals. Environ Sci Technol 34:4663–4668
Chiou CT (1989) Theoretical considerations of the partition uptake of nonionic organic compounds by soil organic matter. In: Sawhney BL and Brown K (eds) Reactions and movement of organic chemicals in soils. Soil Sci Soc Am Special Publ 22:1–29
Chiou CT, Kile DE, Brinton TI, Malcolm RL, Leenheer JA, MacCarthy P (1987) A comparison of water solubility enhancements of organic solutes by aquatic humic materials and commercial humic acids. Environ Sci Technol 21:1231–1234
Dsikowitzky L, Schwarzbauer J, Littke R (2002) Distribution of polycyclic musks in water and particulate matter of the Lippe River (Germany). Org Geochem 33:1747–1758
Eadie BJ, Morehead NR, Landrum PF (1990) Three-phase partitioning of hydrophobic organic compounds in great lakes waters. Chemosphere 20:161–178
Fukushima M, Terashima M, Yabuta H, Tanaka F, Tatsumi K (2005) Evaluation of interactions between hydrophobic organic pollutants and humic substances. Humic Subst Res 2:9–25
Gatermann R, Biselli S, Hühnerfuss H, Rimkus GG, Hecker M, Karbe L (2002) Synthetic musks in the environment. Part 1: species-dependent bioaccumulation of polycyclic and nitro musk fragrances in freshwater fish and mussels. Arch Environ Contam Toxicol 42:437–446
Heberer T, Gramer S, Stan HJ (1999) Occurrence and distribution of organic contaminants in the aquatic system in Berlin. Part III: determination of synthetic musks in Berlin surface water applying solid-phase microextraction (SPME) and gas chromatography-mass spectrometry (GC-MS). Acta Hydrochim Hydrobiol 27:150–156
Jota MAT, Hassett JP (1991) Effects of environmental variables on binding of a PCB congener by dissolved humic substances. Environ Toxicol Chem 10:483–491
Karickhoff SW (1981) Semi-empirical estimation of sorption of hydrophobic pollutants on natural sediments and soils. Chemosphere 10:833–846
Kile DE, Chiou CT, Zhou H, Li H, Xu O (1995) Partition of nonpolar organic pollutants from water to soil and sediment organic matters. Environ Sci Technol 29:1401–1406
Krop HB, van Noort PCM, Govers HAJ (2001) Determination and theoretical aspects of the equilibrium between dissolved organic matter and hydrophobic organic micropollutants in water (Kdoc). Rev Environ Contam Toxicol 169:1–122
Lignell S, Darnerud PO, Aune M, Cnattingius S, Hajslova J, Setkova L, Glynn A (2008) Temporal trends of synthetic musk compounds in mother’s milk and associations with personal use of perfumed products. Environ Sci Technol 42:6743–6748
Litz NT, Müller J, Böhmer W (2007) Occurrence of polycyclic musks in sewage sludge and their behaviour in soils and plants. Part 2: investigation of polycyclic musks in soils and plants. J Soils Sediments 7:36–44
Mackenzie K, Georgi A, Kumke M, Kopinke FD (2002) Sorption of pyrene to dissolved humic substances and related model polymers. 2. Solid-phase microextraction (SPME) and fluorescence quenching technique (FQT) as analytical methods. Environ Sci Technol 36:4403–4409
Marschner B (1999) Sorption of polycyclic aromatic hydrocarbons (PAH) and polychlorinated biphenyls (PCB) in soil. J Plant Nutr Soil Sci 162:1–14
Paasivirta J, Sinkkonen S, Rantalainen A-L, Broman D, Zebühr Y (2002) Temperature dependent properties of environmentally important synthetic musks. Environ Sci Pollut Res 9:345–355
Pan B, Ning P, Xing B (2008) Humic substances—review series. Part IV—sorption of hydrophobic organic contaminants. Environ Sci Pollut Res 15:554–564
Persson L, Alsberg T, Odham G, Ledin A (2003) Measuring the pollutant transport capacity of dissolved organic matter in complex matrixes. Intern J Environ Anal Chem 83:971–986
Pörschmann J, Kopinke FD, Pawliszyn J (1998) Solid-phase microextraction for determining the binding state of organic pollutants in contaminated water rich in humic organic matter. J Chromatogr A 816:159–167
Rimkus GG (1999) Polycyclic musk fragrances in the aquatic environment. Toxicol Lett 111:37–56
Tanaka S, Oba K, Fukushima M, Nakayasu K, Hasebe K (1997) Water solubility enhancement of pyrene in the presence of humic substances. Anal Chim Acta 337:351–357
van der Burg B, Schreurs R, van der Linden S, Seinen W, Brouwer A, Sonneveld E (2008) Endocrine effects of polycyclic musks: do we smell a rat? Int J Androl 31:188–193
Winkler M, Kopf G, Hauptvogel C, Neu T (1998) Fate of artificial musk fragrances associated with suspended particulate matter (SPM) from the river Elbe (Germany) in comparison to other organic contaminants. Chemosphere 37:1139–1156
Yabuta H, Fukushima M, Tanaka F, Ichikawa H, Tatsumi K (2004) Solid-phase microextraction for the evaluation of partition coefficients of a chlorinated dioxin and hexachorobenzene into humic substances. Anal Sci 20:787–791
Zsolnay A (2003) Dissolved organic matter: artefacts, definitions, and functions. Geoderma 113:187–209
Acknowledgments
The authors wish to acknowledge financial support of the Federal Ministry of Education and Research with the project “Systematic Comparison of Technologies to Eliminate Micropollutants from Waste Water”.
Technical assistance of Janusz Czynski is greatly acknowledged.
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Böhm, L., Düring, RA. Partitioning of polycyclic musk compounds in soil and aquatic environment—experimental determination of KDOC . J Soils Sediments 10, 708–713 (2010). https://doi.org/10.1007/s11368-010-0200-z
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DOI: https://doi.org/10.1007/s11368-010-0200-z


