Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin

New strategies to reduce the environmental and economic costs of pesticides use are currently under study. Microencapsulation has been used as a versatile tool for the production of controlled release agricultural formulations. In this study, the photochemical degradation of the herbicides MCPA and...

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Main Authors: Cátia Costa, Sílvia Maia, Paulo Silva, Jorge Garrido, Fernanda Borges, E. Manuela Garrido
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/2013/542783
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author Cátia Costa
Sílvia Maia
Paulo Silva
Jorge Garrido
Fernanda Borges
E. Manuela Garrido
author_facet Cátia Costa
Sílvia Maia
Paulo Silva
Jorge Garrido
Fernanda Borges
E. Manuela Garrido
author_sort Cátia Costa
collection DOAJ
description New strategies to reduce the environmental and economic costs of pesticides use are currently under study. Microencapsulation has been used as a versatile tool for the production of controlled release agricultural formulations. In this study, the photochemical degradation of the herbicides MCPA and mecoprop has been investigated in different aqueous media such as ultrapure and river water under simulated solar irradiation. To explore the possibility of introducing cyclodextrins in the herbicide formulations, the photodegradation study of the inclusion complexes of MCPA and mecoprop with (2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) was also performed. The half-lives of MCPA and mecoprop inclusion complexes were increased approximately by a factor of three related to the free molecules. Additionally, it has been shown that the photodegradation of MCPA and mecoprop is influenced by their structural features. The additional methyl group existing in mecoprop molecular structure has a positive influence on the stabilization of the radical intermediate formed in the first stage of photodegradation of both herbicides. The results found indicated that MCPA and mecoprop form inclusion complexes with HP-β-CD showing higher photostability compared to free herbicides indicating that HP-β-CD may serve as ingredient in these herbicide formulations.
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institution DOAJ
issn 1110-662X
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publishDate 2013-01-01
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series International Journal of Photoenergy
spelling doaj-art-c6dcd405f46c4a55b753d88fb6541be32025-08-20T03:23:34ZengWileyInternational Journal of Photoenergy1110-662X1687-529X2013-01-01201310.1155/2013/542783542783Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrinCátia Costa0Sílvia Maia1Paulo Silva2Jorge Garrido3Fernanda Borges4E. Manuela Garrido5Departamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico do Porto, Rua Dr. António Bernardino de Almeida 431, 4200-072 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico do Porto, Rua Dr. António Bernardino de Almeida 431, 4200-072 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico do Porto, Rua Dr. António Bernardino de Almeida 431, 4200-072 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico do Porto, Rua Dr. António Bernardino de Almeida 431, 4200-072 Porto, PortugalCIQ/Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade do Porto, 4169-007 Porto, PortugalDepartamento de Engenharia Química, Instituto Superior de Engenharia do Porto (ISEP), Instituto Politécnico do Porto, Rua Dr. António Bernardino de Almeida 431, 4200-072 Porto, PortugalNew strategies to reduce the environmental and economic costs of pesticides use are currently under study. Microencapsulation has been used as a versatile tool for the production of controlled release agricultural formulations. In this study, the photochemical degradation of the herbicides MCPA and mecoprop has been investigated in different aqueous media such as ultrapure and river water under simulated solar irradiation. To explore the possibility of introducing cyclodextrins in the herbicide formulations, the photodegradation study of the inclusion complexes of MCPA and mecoprop with (2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) was also performed. The half-lives of MCPA and mecoprop inclusion complexes were increased approximately by a factor of three related to the free molecules. Additionally, it has been shown that the photodegradation of MCPA and mecoprop is influenced by their structural features. The additional methyl group existing in mecoprop molecular structure has a positive influence on the stabilization of the radical intermediate formed in the first stage of photodegradation of both herbicides. The results found indicated that MCPA and mecoprop form inclusion complexes with HP-β-CD showing higher photostability compared to free herbicides indicating that HP-β-CD may serve as ingredient in these herbicide formulations.http://dx.doi.org/10.1155/2013/542783
spellingShingle Cátia Costa
Sílvia Maia
Paulo Silva
Jorge Garrido
Fernanda Borges
E. Manuela Garrido
Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
International Journal of Photoenergy
title Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
title_full Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
title_fullStr Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
title_full_unstemmed Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
title_short Photostabilization of Phenoxyacetic Acid Herbicides MCPA and Mecoprop by Hydroxypropyl-β-cyclodextrin
title_sort photostabilization of phenoxyacetic acid herbicides mcpa and mecoprop by hydroxypropyl β cyclodextrin
url http://dx.doi.org/10.1155/2013/542783
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