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Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations

This work describes the covalent immobilization of an ironporphyrin, 5,10,15,20- tetrakis(pentafluorophenyl)porphyrin iron(III) chloride (FeTFPP), onto maghemite/silica magnetic nanospheres covered with aminofunctionalized silica. The resulting material (γ-Fe2O3/SiO2-NHFeP) was characterize...

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Main Authors: Santos, Joicy S. dos, Faria, André L., Amorin, Patrícia M. da Silva, Luna, Franco M. La, Caiado, Kely L., Silva, Débora O.C. e, Sartoratto, Patrícia P. C., Assis, Marilda D.
Format: Artigo
Language: English
Published: Sociedade Brasileira de Química 2017
Subjects:
magnetic nanospheres
magnetic ironporphyrin
hydrocarbon oxidation
limonene
simazine
Online Access: http://repositorio.unb.br/handle/10482/28437
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spelling ir-10482-284372019-03-28T14:02:56Z Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations Santos, Joicy S. dos Faria, André L. Amorin, Patrícia M. da Silva Luna, Franco M. La Caiado, Kely L. Silva, Débora O.C. e Sartoratto, Patrícia P. C. Assis, Marilda D. magnetic nanospheres magnetic ironporphyrin hydrocarbon oxidation limonene simazine This work describes the covalent immobilization of an ironporphyrin, 5,10,15,20- tetrakis(pentafluorophenyl)porphyrin iron(III) chloride (FeTFPP), onto maghemite/silica magnetic nanospheres covered with aminofunctionalized silica. The resulting material (γ-Fe2O3/SiO2-NHFeP) was characterized by diffuse reflectance infrared spectroscopy (DRIFTS) and UV-Vis absorption spectroscopy. The catalytic activity of this magnetic ironporphyrin was investigated in the oxidation of hydrocarbons (styrene, (Z)-cyclooctene and R-(+)-limonene) and an herbicide (simazine) by hydrogen peroxide or 3-chloroperoxybenzoic acid. Hydrocarbon and simazine oxidation reaction products were analyzed by gas chromatography (GC) and high performance liquid chromatography (HPLC), respectively. This catalytic system proved to be efficient and selective for hydrocarbon oxidation, leading to high product yields from styrene (89%), cyclooctene (71%) and R-(+)-limonene (86%). Simazine oxidation was attained with 100% selectivity for a dechlorinated product (OEAT), while several oxidation products were obtained for the same catalyst in homogeneous media. The catalyst can be easily recovered through application of an external magnetic field and washed after reaction. Catalyst reuse experiments for R-(+)-limonene oxidation have shown that the catalytic activity is kept at 90% after 10 consecutive reactions. Este trabalho descreve a imobilização por ligação covalente de uma ferroporfirina, cloreto de 5,10,15,20-tetraquis(pentafluorofenil)porfirinaferro(III) (FeTFPP), sobre nanoesferas de maguemita cobertas com sílica aminofuncionalizada. O material resultante (nomeadoγ-Fe2O3/SiO2-NHFeP) foi caracterizado por espectroscopia no infravermelho por refletância difusa (DRIFTS) e espectroscopia de absorção UV-Vis. A atividade catalítica desta ferroporfirina magnética foi investigada em reações de oxidação de hidrocarbonetos (estireno, (Z)-cicloocteno e R-(+)-limoneno) e de um herbicida (simazina), utilizando-se peróxido de hidrogênio ou ácido metacloroperbenzóico. Os produtos das reações de oxidação de hidrocarbonetos e simazina foram analisados por cromatografia em fase gasosa (GC) e cromatografia líquida de alta resolução (HPLC), respectivamente. Este sistema catalítico provou ser eficiente e seletivo na oxidação dos hidrocarbonetos, levando a altos rendimentos na oxidação do estireno (89%), cicloocteno (71%) e (+)-limoneno (86%). Na oxidação da simazina catalisada pelo γ-Fe2O3/SiO2-NHFeP, obteve-se 100% de seletividade para um produto desalogenado (OEAT), enquanto a mesma reação em meio homogêneo levou à formação de diversos produtos de oxidação. O catalisador pode ser facilmente recuperado pela aplicação de um campo magnético externo e lavado ao final das reações. Nos estudos de reutilização do catalisador para a oxidação do (+)-limoneno, a atividade catalítica foi mantida em 90%, mesmo após 10 reações consecutivas. 2017-12-07T04:59:38Z 2017-12-07T04:59:38Z 2012 Artigo J. Braz. Chem. Soc.,v.23,n.8,p.1411-1420,2012 0103-5053 http://repositorio.unb.br/handle/10482/28437 10.1590/S0103-50532012005000005 en Acesso Aberto application/pdf Sociedade Brasileira de Química http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000800002&lng=en&nrm=iso http://www.scielo.br/scielo.php?script=sci_abstract&pid=S0103-50532012000800002&lng=en&nrm=iso http://www.scielo.br/scielo.php?script=sci_pdf&pid=S0103-50532012000800002&lng=en&nrm=iso
institution REPOSITORIO UNB
collection REPOSITORIO UNB
language English
topic magnetic nanospheres
magnetic ironporphyrin
hydrocarbon oxidation
limonene
simazine
spellingShingle magnetic nanospheres
magnetic ironporphyrin
hydrocarbon oxidation
limonene
simazine
Santos, Joicy S. dos
Faria, André L.
Amorin, Patrícia M. da Silva
Luna, Franco M. La
Caiado, Kely L.
Silva, Débora O.C. e
Sartoratto, Patrícia P. C.
Assis, Marilda D.
Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
description This work describes the covalent immobilization of an ironporphyrin, 5,10,15,20- tetrakis(pentafluorophenyl)porphyrin iron(III) chloride (FeTFPP), onto maghemite/silica magnetic nanospheres covered with aminofunctionalized silica. The resulting material (γ-Fe2O3/SiO2-NHFeP) was characterized by diffuse reflectance infrared spectroscopy (DRIFTS) and UV-Vis absorption spectroscopy. The catalytic activity of this magnetic ironporphyrin was investigated in the oxidation of hydrocarbons (styrene, (Z)-cyclooctene and R-(+)-limonene) and an herbicide (simazine) by hydrogen peroxide or 3-chloroperoxybenzoic acid. Hydrocarbon and simazine oxidation reaction products were analyzed by gas chromatography (GC) and high performance liquid chromatography (HPLC), respectively. This catalytic system proved to be efficient and selective for hydrocarbon oxidation, leading to high product yields from styrene (89%), cyclooctene (71%) and R-(+)-limonene (86%). Simazine oxidation was attained with 100% selectivity for a dechlorinated product (OEAT), while several oxidation products were obtained for the same catalyst in homogeneous media. The catalyst can be easily recovered through application of an external magnetic field and washed after reaction. Catalyst reuse experiments for R-(+)-limonene oxidation have shown that the catalytic activity is kept at 90% after 10 consecutive reactions.
format Artigo
author Santos, Joicy S. dos
Faria, André L.
Amorin, Patrícia M. da Silva
Luna, Franco M. La
Caiado, Kely L.
Silva, Débora O.C. e
Sartoratto, Patrícia P. C.
Assis, Marilda D.
author_sort Santos, Joicy S. dos
title Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
title_short Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
title_full Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
title_fullStr Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
title_full_unstemmed Iron(III) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
title_sort iron(iii) porphyrin covalently supported onto magnetic amino-functionalized nanospheres as catalyst for hydrocarbon and herbicide oxidations
publisher Sociedade Brasileira de Química
publishDate 2017
url http://repositorio.unb.br/handle/10482/28437
_version_ 1641988866530344960
score 13.657419

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