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Naphthenic acids (NAs) are a highly complex mixture of organic compounds naturally present in bitumen and identified as the primary toxic constituent of oil sands process-affected water (OSPW). This work investigated the degradation of cyclohexanoic acid (CHA), a model NA compound, and natural occurring NAs during the UV photolysis of Fe(III)-nitrilotriacetic acid (UV-Fe(III)NTA) and UV-NTA-Fenton processes. The results indicated that in the UV-Fe(III)NTA process at pH 8, the CHA removal increased with increasing NTA dose (0.18, 0.36 and 0.72 mM), while it was independent of the Fe(III) dose (0.09, 0.18 and 0.36 mM). Moreover, the three Fe concentrations had no influence on the photolysis of the Fe(III)NTA complex. The main responsible species for the CHA degradation was hydroxyl radical ( OH), and the role of dissolved O 2 in the OH generation was found to be negligible. Real OSPW was treated with the UV-Fe(III)NTA and UV-NTA-Fenton advanced oxidation processes (AOPs). The removals of classical NAs (O 2 -NAs), oxidized NAs with one additional oxygen atom (O 3 -NAs) and with two additional oxygen atoms (O 4 -NAs) were 44.5%, 21.3%, and 25.2% in the UV-Fe(III)NTA process, respectively, and 98.4%, 86.0%, and 81.0% in the UV-NTA-Fenton process, respectively. There was no influence of O 2 on the NA removal in these two processes. The results also confirmed the high reactivity of the O 2 -NA species with more carbons and increasing number of rings or double bond equivalents. This work opens a new window for the possible treatment of OSPW at natural pH using these AOPs. [ABSTRACT FROM AUTHOR]

Naphthenic acids (NAs) are persistent compounds that contribute to the toxicity of oil sands process-affected water (OSPW). In this study, the effects of ozone and ozone/hydrogen peroxide on the NAs degradation in buffered water and OSPW were examined. Cyclohexanoic acid (CHA) was used as a model NAs compound in buffered water experiments at two different pHs, using radical scavengers. At pH 9, the addition of carbonate did not have any effect on CHA degradation. Additions of tert-butyl alcohol and tetranitromethane decreased the CHA degradation levels. For the OSPW experiments, degradation of acid-extractable fraction (AEF) and NAs was examined. Approximately 90% of AEF was oxidized in a semi-batch system. In a batch system, 99% of OSPW NAs were degraded. This study demonstrated that ozone and ozone/hydrogen peroxide could be suitable treatment processes for OSPW remediation. [ABSTRACT FROM AUTHOR]

The treatment of a naphthenic acid model compound, cyclohexanoic acid, with classical Fenton, UV-H 2 O 2 , UV-Fenton, nitrilotriacetic acid (NTA)-Fenton, UV-NTA-Fenton, and UV photolysis of Fe-NTA processes at pHs 3 and 8 was investigated. At 1.47 mM H 2 O 2 , 0.089 mM Fe, and 0.18 mM NTA, the UV-NTA-Fenton process at pH 3 exhibited the highest H 2 O 2 decomposition (100% in 25 min), CHA removal (100% in 12 min) with a rate constant of 0.27 ± 0.025 min −1 , and NTA degradation (100% in 6 min). Due to the formation of H 2 O 2 -Fe(III)NTA adduct, the total Fe concentration in the UV-NTA-Fenton system (0.063 mM at the end of the reaction) at pH 8 was much higher than that in the UV photolysis of Fe(III)NTA process (0.024 mM). The co-complexing effect of borate buffer helped to keep iron soluble; however, it imposed a negative influence on the CHA degradation in the UV-NTA-Fenton process (68% CHA removal in 60 min in the borate buffer compared to 92% in MilliQ water). The results demonstrated that the most efficient process for the CHA degradation under the experimental conditions was the UV-NTA-Fenton process at pH 3. [ABSTRACT FROM AUTHOR]

Naphthenic acids (NAs) are reported to be the main species responsible for the oil sands process-affected water (OSPW) toxicity. In this study, the degradation of cyclohexanoic acid (CHA) as a model compound for NAs by an ethylenediamine- N , N ’-disuccinic acid (EDDS)-modified Fenton process was investigated at pH 8. Optimum dose for Fe-EDDS (EDDS:Fe = 2:1) was 0.45 mM, and 2.94 mM for hydrogen peroxide (H 2 O 2 ). The time profiles of the main species in the process were studied, including CHA, H 2 O 2 , Fe(II), total Fe, and Fe-EDDS (in the main form of Fe III EDDS). The second-order rate constant between EDDS and hydroxyl radical ( OH) at pH 8 was obtained as 2.48 ± 0.43 × 10 9 M −1 s −1 . OH was proved to be the main species responsible for the CHA degradation, while superoxide radical (O 2 − ) played a minor role. The consecutive addition of H 2 O 2 and Fe-EDDS led to a higher removal of CHA compared to that achieved by adding the reagents at a time. The half-wave potential of Fe III/II EDDS was measured at pH 7–9. The EDDS-modified Fenton process is a promising alternative to degrade NAs. [ABSTRACT FROM AUTHOR]