Naphthenic acids (NAs) have a variety of commercial uses including as emulsifiers and wood preservatives. They have been identified as being the main component responsible for the acute toxicity in produced waters in the oil sands operations in northeastern Alberta, Canada. NAs comprise a complex mixture of alkyl-substituted acyclic and cycloaliphatic carboxylic acids, with the general chemical formula CnH(2n+Z)O2, where n indicates the carbon number and Z specifies hydrogen deficiency from ring formation. In this study, commercial preparations of NAs were shown to be degraded in aerobic cultures from oil sands process-affected waters. High-performance liquid chromatography and gas chromatography-mass spectrometry (GC-MS) were used to monitor the concentrations and composition of the NA mixtures during biodegradation. Within 10 days of incubation, the NAs concentrations dropped from about 100 to <10 mg/L. This was accompanied by the release of about 60% of carbon from the NAs as CO2 and the reduction of toxicity of the culture supernatant, as measured by the Microtox assay. GC-MS results demonstrated that biodegradation changes the composition of the complex mixture of these NAs and that the lower molecular weight acids (with n = 5-13) were degraded more readily than the high molecular weight acids.
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http://dx.doi.org/10.1021/es030543j | DOI Listing |
Environ Sci Pollut Res Int
January 2025
Department Chemical and Food Engineering, UFSC, Florianópolis, 88040-900, SC, Brazil.
Produced water management is a significant challenge for the oil and gas industry. Due to the large volumes and complex composition of this water, treatment requires special attention, resulting in high costs for companies in the sector. Naphthenic acids, known for their recalcitrance, add a layer of complexity to the treatment process.
View Article and Find Full Text PDFJ Am Soc Mass Spectrom
January 2025
LysisLogic Scientific Inc., Energy Transition Centre, Calgary, Alberta T2P 0H3, Canada.
This Perspective explores the transformative impact of ultrahigh-resolution mass spectrometry (UHR-MS), particularly Fourier transform ion cyclotron resonance (FT-ICR-MS), in the characterization of complex environmental and petroleum samples. UHR-MS has significantly advanced our ability to identify molecular formulas in complex mixtures, revolutionizing the study of biogeochemical processes and organic matter evolution on wide time scales. We start by briefly reviewing the main technological advances of UHR-MS in the context of petroleum and environmental applications, highlighting some of the challenges of the technology such as quantitation and structural identification.
View Article and Find Full Text PDFSci Total Environ
December 2024
Environment and Climate Change Canada, Saskatoon, Saskatchewan S7N 3H5, Canada. Electronic address:
The Athabasca oil sands region of Alberta, Canada contains one of the world's largest unconventional petroleum deposits. There is concern about residual contaminants where tailings are integrated during reclamation and the related adverse effects this may have. Some of the primary toxic organic contaminants in oilsands tailings are naphthenic acid fraction compounds (NAFCs).
View Article and Find Full Text PDFSci Total Environ
December 2024
Department of Chemistry, Chemical Analysis & Mass Spectrometry Facility, University of New Orleans, New Orleans, Louisiana 70148, USA; Pontchartrain Institute for Environmental Sciences, Shea Penland Coastal Education & Research Facility, University of New Orleans, New Orleans, Louisiana 70148, USA; Department of Chemistry, University of Alaska Anchorage, Anchorage, AK 99508, USA. Electronic address:
Crude oil toxicity to early life stage fish is commonly attributed to polycyclic aromatic hydrocarbons (PAHs). However, it remains unclear how the polar unresolved complex mixture (UCM), which constitutes the bulk of the water-soluble fraction of crude oil, contributes to crude oil toxicity. Additionally, the role of photomodification-induced toxicity in relation to the polar UCM is not well understood.
View Article and Find Full Text PDFSci Total Environ
December 2024
Watershed Hydrology and Ecology Research Division, Water Science and Technology Directorate, Environment and Climate Change Canada, Saskatoon, Saskatchewan S7N 3H5, Canada.
To assess aquatic toxicity of natural wetlands in the Athabasca oil sands region (AOSR) of northern Alberta, fifteen collected water samples were tested for their ability to affect survival and development of fathead minnow embryos. Wetland waters were also assessed for toxicants from natural oil sands bitumen deposits (Na, Cl, metals, naphthenic acids (NAs), naphthenic acid fraction compounds (NAFCs), polycyclic aromatic hydrocarbons (PAHs), and alkylated PAHs). Water samples from four wetlands caused toxicity to fish embryos.
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