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Effects of pH and organic co-solvents on the oxidation of naphthalene with peroxosulfate catalyzed by iron(III) tetrakis(p-sulfonatophenyl)porphyrin

National Institute of Advanced Industrial Science and Technology (AIST), 16-1 Onogawa, Tsukuba-West, Tsukuba 305-8569, Japan

Current address: Center for Environmental Science in Saitama (CESS), 914 Kamitanadare Kisaimachi Kitasakitama-gun, Saitama 347-0115, Japan.

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Anabel Kuriss

National Water Institute (INA) Water Use Technology Center (CTUA), AU. Ezeiza Canuelas, Tramo Jorge Newbery, Km. 1,620 Ezeiza, Bs. As., Argentina

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Masami Fukushima

National Institute of Advanced Industrial Science and Technology (AIST), 16-1 Onogawa, Tsukuba-West, Tsukuba 305-8569, Japan

Corresponding author.

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Akira Sawada

National Institute of Advanced Industrial Science and Technology (AIST), 16-1 Onogawa, Tsukuba-West, Tsukuba 305-8569, Japan

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, and

Kenji Tatsumi

National Institute of Advanced Industrial Science and Technology (AIST), 16-1 Onogawa, Tsukuba-West, Tsukuba 305-8569, Japan

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https://doi.org/10.1142/S1088424603000811Cited by:18 (Source: Crossref)

Abstract

The oxidation of naphthalene was investigated in a biomimetic catalytic system using KHSO₅ and iron(III) tetrakis(p-sulfonatophenyl)porphyrin (FeTPPS) in order to elucidate the influence of solution forms, such as buffer pH and co-solvent types, on the reaction. 1,4-naphthoquinone was the main byproduct and the efficiency of oxidation, particularly 1,4-naphthoquinone formation, was influenced by pH and the type of co-solvent used. The most efficient conversion of 1,4-naphthoquinone was observed at an acidic pH (= 3). At higher pH, the formation of μ-oxo species (OFe₂(TPPS)₂) leads to a decrease of the percentage of naphthalene oxidized. In addition, the organic co-solvents (methanol, ethanol, 2-propanol and acetonitrile) influenced the amounts of naphthalene conversion. The amounts of 1,4-naphthoquinone formed were related to the electron donating character of the organic co-solvents.

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