Black carbon-mediated reductive transformation of nitro compounds by hydrogen sulfide

Oh, Seok‐Young; Son, Jong-Gil; Chiu, Pei C.

doi:10.1007/s12665-014-3535-8

Cited by 27 publications

(8 citation statements)

References 32 publications

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“…Graphene oxide (GO) and its partially reduced materials (RGO) have also been used as electron shuttles to promote the transformation of recalcitrant pollutants due to the redox activity of quinone groups present in their chemical surface, and to their superior catalytic activity in the zigzag edges of graphene sheets (Jiang et al 2007), which favor the reductive transformation of these compounds (Cervantes et al 2000; Pereira et al 2014). For example, the redox properties of GO and RGO have been explored in the degradation of environmental pollutants like azo dyes (Lu et al 2014; Colunga et al 2015), nitro-compounds (Gao et al 2011; Fu and Zhu 2013; Wang et al 2014; Oh et al 2014; Li et al 2016a) and polyhalogenated organics (Fu et al 2014). These studies indicate a feasible opportunity to apply graphene-based materials as redox catalysts in the reductive degradation of emerging contaminants.…”

Section: Introductionmentioning

confidence: 99%

Novel application of magnetic nano-carbon composite as redox mediator in the reductive biodegradation of iopromide in anaerobic continuous systems

Toral-Sánchez

Rangel-Méndez

Hurt

et al. 2018

Appl Microbiol Biotechnol

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The redox-mediating capacity of magnetic reduced graphene oxide nanosacks (MNS) to promote the reductive biodegradation of the halogenated pollutant, iopromide (IOP), was tested. Experiments were performed using glucose as electron donor in an upflow anaerobic sludge blanket (UASB) reactor under methanogenic conditions. Higher removal efficiency of IOP in the UASB reactor supplied with MNS as redox mediator was observed as compared with the control reactor lacking MNS. Results showed 82% of IOP removal efficiency under steady state conditions in the UASB reactor enriched with MNS, while the reactor control showed IOP removal efficiency of 51%. The precise microbial transformation pathway of IOP was elucidated by high-performance liquid chromatography coupled to mass spectroscopy (HPLC-MS) analysis. Biotransformation by-products with lower molecular weight than IOP molecule were identified in the reactor supplied with MNS, which were not detected in the reactor control, indicating the contribution of these magnetic nano-carbon composites in the redox conversion of this halogenated pollutant. Reductive reactions of IOP favored by MNS led to complete dehalogenation of the benzene ring and partial rupture of side chains of this pollutant, which is the first step towards its complete biodegradation. Possible reductive mechanisms that took place in the biodegradation of IOP were stated. Finally, the novel and successful application of magnetic graphene composites in a continuous bioreactor to enhance the microbial transformation of IOP was demonstrated.

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Section: Introductionmentioning

confidence: 99%

Novel application of magnetic nano-carbon composite as redox mediator in the reductive biodegradation of iopromide in anaerobic continuous systems

Toral-Sánchez

Rangel-Méndez

Hurt

et al. 2018

Appl Microbiol Biotechnol

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“…Previous research showed that black carbon in the presence of sulfide can foster the degradation of certain nitrogenous organic pollutants including nitroglycerin, 2,4-dinitrotoluene, 3-bromonitrobenzene, and hexahydro-1,3,5-trinitro-1,3,5-triazine. − Fu et al has reported that one halogenated contaminant, hexachloroethane, can be degraded by sulfide in the presence of carbon nanomaterials, including both carbon nanotubes and graphene oxide . The redox properties of black carbon (oxygenated functional groups and conductivity) are proposed to facilitate the transformation of pollutant via either reduction or nucleophilic substitution, depending on the chemical structure of the contaminant .…”

Section: Introductionmentioning

confidence: 99%

Black Carbon Facilitated Dechlorination of DDT and its Metabolites by Sulfide

Ding

Wang

2016

Environ. Sci. Technol.

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1,1-trichloro-2,2-di(4-chlorophenyl)ethane (DDT) and its metabolites 1,1-dichloro-2,2-bis(4-chlorophenyl)ethane (DDD) and 1,1-dichloro-2,2-bis(4-chlorophenyl)ethylene (DDE), are often detected in soils and sediments containing high concentrations of black carbon. Sulfide (∼5 mM) from biological sulfate reduction often coexists with black carbon and serves as both a strong reductant and a nucleophile for the abiotic transformation of contaminants. In this study, we found that the abiotic transformation of DDT, DDD, and DDE (collectively referred to as DDX) require both sulfide and black carbon. 89.3 ± 1.8% of DDT, 63.2 ± 1.9% of DDD, and 50.9 ± 1.6% of DDE were degraded by sulfide (5 mM) in the presence of graphite powder (21 g/L) after 28 days at pH 7. Chloride was a product of DDX degradation. To better understand the reaction pathways, electrochemical cells and batch reactor experiments with sulfide-pretreated graphite powder were used to differentiate the involvement of black carbon materials in DDX transformation by sulfide. Our results suggest that DDT and DDD are transformed by surface intermediates formed from the reaction between sulfide and black carbon, while DDE degradation involves reductive dechlorination. This research lays the groundwork for developing an alternative in situ remediation technique for rapidly decontaminating soils and sediments to lower toxic products under environmentally relevant conditions.

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“…Carbon materials generally exhibit high electrical conductivity due to their graphite-like structures, as delocalized electrons in π-orbitals of graphitic regions can move along the graphene plane (Pérez-Rodríguez et al, 2018). In the precursory work by Oh et al, it was hypothesized that conductive graphite was serving as an electron transfer agent when it mediated the reduction of heterocyclic nitramines, nitroaromatic compounds, and nitrate esters by ZVI (Oh et al, 2002;Oh et al, 2004Oh et al, , 2005Oh et al, 2015). Based on the analogy to these studies, they suggested that the conductivity of carbon materials promoted the reduction employing other reductants like sulfide (Oh & Chiu, 2009).…”

Section: The Decisive Property For the Performance Of Carbon Materialsmentioning

confidence: 99%

Abiotic reductive removal of organic contaminants catalyzed by carbon materials: A short review

Qin

Sun

Rao

et al. 2021

Water Environment Research

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Since the observation that carbon materials can facilitate electron transfer between reactants, there is growing literature on the abiotic reductive removal of organic contaminants catalyzed by them. Most of the interest in these processes arises from the participation of carbon materials in the natural transformation of contaminants and the possibility of developing new strategies for environmental treatment and remediation. The combinations of various carbon materials and reductants have been investigated for the reduction of nitro-organic compounds, halogenated organics, and azo dyes. The reduction

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Black carbon-mediated reductive transformation of nitro compounds by hydrogen sulfide

Cited by 27 publications

References 32 publications

Novel application of magnetic nano-carbon composite as redox mediator in the reductive biodegradation of iopromide in anaerobic continuous systems

Novel application of magnetic nano-carbon composite as redox mediator in the reductive biodegradation of iopromide in anaerobic continuous systems

Black Carbon Facilitated Dechlorination of DDT and its Metabolites by Sulfide

Abiotic reductive removal of organic contaminants catalyzed by carbon materials: A short review

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