Peroxidase catalyzed co-polymerization of pentachlorophenol and a potential humic precursor

Morimoto, Kazuya; Takagi, Kenji; Kuroda, Kenichi

doi:10.1016/s0038-0717(00)00016-x

Cited by 19 publications

(8 citation statements)

References 25 publications

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“…However, as indicated in Table IV, the formation of these dimers was largely reduced in the presence of BHA. As reported previously [10,21,22], this can be attributed that the chlorinated intermediates from PCP are covalently incorporated into HAs.…”

Section: Detection Of Oxidation Productssupporting

confidence: 76%

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Fukushima

Sawada

Kawasaki

et al. 2003

Toxicological & Environmental Chemistry

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Pentachlorophenol (PCP) in contaminated soil was removed by treatment with aqueous solutions of iron(III)-porphyrin complexes as catalysts and potassium monopersulfate (KHSO 5 ) as the oxygen donor. The contaminated soils were artificially prepared by spiking PCP to the kaolin and ando soils. Three types of iron(III)-porphyrin complexes, tetra( p-sulfophenyl) porphineiron(III) (Fe(III)-TPPS), tetra(N-methyl-4-pyridil)porphineiron(III) (Fe(III)-TMPyP) and heme, were examined, and Fe(III)-TPPS was found to be the most effective for removing PCP. Although the sequential addition of KHSO 5 was examined, in an attempt to improve the efficiency of PCP removal, it was not effective. In a preliminary test of various aqueous solutions, the addition of humic acid (HA), with a lower degree of humification, led to a significant enhancement in PCP removal. When HA was added to the soil system, the percentages of PCP removal were increased by up to 10% compared to the absence of HA. Therefore, the addition of HA to the catalytic system was useful in enhancing PCP removal from contaminated soil.

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Section: Detection Of Oxidation Productssupporting

confidence: 76%

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Fukushima

Sawada

Kawasaki

et al. 2003

Toxicological & Environmental Chemistry

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“…However, it has been reported that the addition of humic precursors, such as phenolic acids, can lead to a reduction in the formation of dioxins from chlorophenols because of coupling reactions that occur between the precursors and reaction intermediates (13,14). Bollag concluded that such coupling between humic precursors and organic pollutants may be useful in decontaminating soils (15).…”

Section: Introductionmentioning

confidence: 99%

Effects of Humic Substances on the Pattern of Oxidation Products of Pentachlorophenol Induced by a Biomimetic Catalytic System Using Tetra(p-sulfophenyl)porphineiron(III) and KHSO₅

Fukushima

Ichikawa

Kawasaki

et al. 2002

Environ. Sci. Technol.

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In the presence of humic substances (HSs), the oxidative conversion of pentachlorophenol (PCP) was found to be efficiently catalyzed by tetra(p-sulfophenyl)porphineiron(III) (Fe(III)-TPPS) using KHSO5 as an oxygen donor. Ortho-tetrachloroquinone (o-TeCQ), 2-hydroxyl-nonachlorodiphenyl ether (2H-NCDE), 4-hydroxyl-nonachlorodiphenyl ether (4H-NCDE), and octachlorodibenzo-p-dioxin (OCDD) were identified as the major byproducts of the reaction. Decreased amounts of these byproducts were produced in the presence of HS. In particular, the addition of HSs with a lower degree of humification resulted in a large decrease in the formation of dimers, such as 2H-NCDE, 4H-NCDE, and OCDD. More than 60% of the chlorine, which was released from PCP, was found in the HS fractions after the reaction. This suggests that chlorinated intermediates from PCP were incorporated into the HS. Pyrolysis-GC/MS and 13C NMR studies confirmed that the binding of the chlorinated intermediates was covalent in nature and that the intermediates were copolymerized with HS via oxidative coupling reactions. A Microtox test demonstrated that the toxicity of the HS fraction containing PCP-derived intermediates was much lower than that of the mixture of PCP and HS in the absence of a catalytic reaction.

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“…Dioxin is found in commercial chlorophenols and their derived products, emissions from incineration sources, and by-products from pulp and paper mills. 4,5 It also has been found in many kinds of environmental matrices including air, soil, sediment ash, human adipose tissue, and milk. 6 Regulatory agencies have investigated the potential adverse human health effects and environmental damage due to this compound because it is highly toxic and persistent.…”

Section: Introductionmentioning

confidence: 99%

Quartz crystal microbalance immunosensor for highly sensitive 2,3,7,8-tetrachlorodibenzo-p-dioxin detection in fly ash from municipal solid waste incinerators

Kurosawa

Aizawa

Park

2005

Analyst

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A quartz crystal microbalance (QCM) immunosensor was developed for the detection of 2,3,7,8-tetrachlorodibenzo-p-dioxins (TCDD) in environmental pollutants. An anti-TCDD antibody was immobilized on the gold surface of the QCM via chemical coupling, and its immunologic activity was then maintained by treatment with an artificial stabilizing reagent such as poly(2-methacryloyloxyethyl phosphorylcholine-co-n-butyl methacrylate). A competitive immunoreaction with TCDD conjugated ovalbumin (TCDD-ovalbumin) was used to detect TCDD. A calibration curve was obtained through the competitive immunoreaction, and linearity was shown from 100 ng mL(-1) to 0.1 ng mL(-1). Also, the cross-reactivities of the anti-TCDD monoclonal antibody were thoroughly evaluated with several TCDD derivatives. The relationships between GC-MS, ELISA, and QCM were compared using fly ash samples from a municipal solid waste, which were prepared using an accelerated solvent extractor. For 23 samples, the experimental relationship between the TCDD concentration by QCM vs. the TCDD concentration by ELISA was y= 1.07x + 2.70, r= 0.99, and the TCDD concentration by QCM vs. the toxic equivalent quantity (TEQ) value by GC-MS was y= 2.46x - 14.98, r= 0.89.

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Peroxidase catalyzed co-polymerization of pentachlorophenol and a potential humic precursor

Cited by 19 publications

References 25 publications

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Effects of Humic Substances on the Pattern of Oxidation Products of Pentachlorophenol Induced by a Biomimetic Catalytic System Using Tetra(p-sulfophenyl)porphineiron(III) and KHSO₅

Quartz crystal microbalance immunosensor for highly sensitive 2,3,7,8-tetrachlorodibenzo-p-dioxin detection in fly ash from municipal solid waste incinerators

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Peroxidase catalyzed co-polymerization of pentachlorophenol and a potential humic precursor

Cited by 19 publications

References 25 publications

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Removal of pentachlorophenol from contaminated soil by catalytic oxidation with iron(III)-porphyrin complexes and potassium monopersulfate

Effects of Humic Substances on the Pattern of Oxidation Products of Pentachlorophenol Induced by a Biomimetic Catalytic System Using Tetra(p-sulfophenyl)porphineiron(III) and KHSO5

Quartz crystal microbalance immunosensor for highly sensitive 2,3,7,8-tetrachlorodibenzo-p-dioxin detection in fly ash from municipal solid waste incinerators

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Effects of Humic Substances on the Pattern of Oxidation Products of Pentachlorophenol Induced by a Biomimetic Catalytic System Using Tetra(p-sulfophenyl)porphineiron(III) and KHSO₅