Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies

Detalhes bibliográficos
Autor(a) principal: Moura, Aniele de [UNESP]
Data de Publicação: 2022
Outros Autores: Júnior, José Benedito [UNESP], Carvalho, Ana Carina Sobral [UNESP], Caires, Flávio Junior [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1007/s10973-022-11293-9
http://hdl.handle.net/11449/239861
Resumo: Schiff bases are organic compounds that present a broad biological activity, which can be improved by the coordination with different metal ions. Their complexes can also act as corrosion inhibitor agents or even as heterogeneous catalysts in organic reactions. Based on the Schiff base synthesis versatility, and its several potential applications, this work focused on the obtention of a Schiff base derived from 4-aminosalicylic acid and salicylaldehyde by the mechanochemical method, and its Co(II), Cu(II), and Zn(II) complexes by precipitation in an aqueous solution. Using eco-friendly methods, it was not necessary to employ organic solvents or heating in the syntheses. Spectroscopic techniques were used to characterize the structure of the Schiff base and its coordination compounds, among them, MS, FTIR, UV/VIS/NIR, thermoanalytical techniques (TG-DSC, DSC, and EGA), and X-ray powder diffraction. The spectroscopic and thermal results confirmed Schiff base formation, and by the thermoanalytical study, it was possible to evaluate its thermal behavior and propose a thermal degradation mechanism, which results in the formation of a decarboxylation, resulting in the 3-aminophenol, a common thermal product of 4-aminosalicylic acid. For the metal complexes, the analytical and thermoanalytical results showed that they present a 1:1 metal–ligand stoichiometry, while FTIR and UV–VIS/NIR spectra demonstrated that the ligand coordinated with the metals in different ways through the carboxylate group and the phenolic oxygen. Furthermore, the EGA results showed that during the metal complexes decomposition, salicylaldehyde releasing is common for Co(II) and Zn(II) complexes, which is resulted from the C–N bond break. Graphical abstract: [Figure not available: see fulltext.]
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spelling Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studiesEvolved gas analysisMechanochemical methodSchiff baseThermal degradation mechanismTransition metal complexesSchiff bases are organic compounds that present a broad biological activity, which can be improved by the coordination with different metal ions. Their complexes can also act as corrosion inhibitor agents or even as heterogeneous catalysts in organic reactions. Based on the Schiff base synthesis versatility, and its several potential applications, this work focused on the obtention of a Schiff base derived from 4-aminosalicylic acid and salicylaldehyde by the mechanochemical method, and its Co(II), Cu(II), and Zn(II) complexes by precipitation in an aqueous solution. Using eco-friendly methods, it was not necessary to employ organic solvents or heating in the syntheses. Spectroscopic techniques were used to characterize the structure of the Schiff base and its coordination compounds, among them, MS, FTIR, UV/VIS/NIR, thermoanalytical techniques (TG-DSC, DSC, and EGA), and X-ray powder diffraction. The spectroscopic and thermal results confirmed Schiff base formation, and by the thermoanalytical study, it was possible to evaluate its thermal behavior and propose a thermal degradation mechanism, which results in the formation of a decarboxylation, resulting in the 3-aminophenol, a common thermal product of 4-aminosalicylic acid. For the metal complexes, the analytical and thermoanalytical results showed that they present a 1:1 metal–ligand stoichiometry, while FTIR and UV–VIS/NIR spectra demonstrated that the ligand coordinated with the metals in different ways through the carboxylate group and the phenolic oxygen. Furthermore, the EGA results showed that during the metal complexes decomposition, salicylaldehyde releasing is common for Co(II) and Zn(II) complexes, which is resulted from the C–N bond break. Graphical abstract: [Figure not available: see fulltext.]Chemistry Department School of Science São Paulo State University (UNESP), SPPost-Graduate Program in Chemistry Institute of Chemistry São Paulo State University (UNESP), São PauloChemistry Department School of Science São Paulo State University (UNESP), SPPost-Graduate Program in Chemistry Institute of Chemistry São Paulo State University (UNESP), São PauloUniversidade Estadual Paulista (UNESP)Moura, Aniele de [UNESP]Júnior, José Benedito [UNESP]Carvalho, Ana Carina Sobral [UNESP]Caires, Flávio Junior [UNESP]2023-03-01T19:50:41Z2023-03-01T19:50:41Z2022-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1007/s10973-022-11293-9Journal of Thermal Analysis and Calorimetry.1588-29261388-6150http://hdl.handle.net/11449/23986110.1007/s10973-022-11293-92-s2.0-85127972073Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of Thermal Analysis and Calorimetryinfo:eu-repo/semantics/openAccess2023-03-01T19:50:41Zoai:repositorio.unesp.br:11449/239861Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T18:05:59.540320Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
title Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
spellingShingle Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
Moura, Aniele de [UNESP]
Evolved gas analysis
Mechanochemical method
Schiff base
Thermal degradation mechanism
Transition metal complexes
title_short Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
title_full Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
title_fullStr Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
title_full_unstemmed Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
title_sort Green synthesis of a Schiff base ligand and its Co(II), Cu(II) and Zn(II) complexes: thermoanalytical and spectroscopic studies
author Moura, Aniele de [UNESP]
author_facet Moura, Aniele de [UNESP]
Júnior, José Benedito [UNESP]
Carvalho, Ana Carina Sobral [UNESP]
Caires, Flávio Junior [UNESP]
author_role author
author2 Júnior, José Benedito [UNESP]
Carvalho, Ana Carina Sobral [UNESP]
Caires, Flávio Junior [UNESP]
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (UNESP)
dc.contributor.author.fl_str_mv Moura, Aniele de [UNESP]
Júnior, José Benedito [UNESP]
Carvalho, Ana Carina Sobral [UNESP]
Caires, Flávio Junior [UNESP]
dc.subject.por.fl_str_mv Evolved gas analysis
Mechanochemical method
Schiff base
Thermal degradation mechanism
Transition metal complexes
topic Evolved gas analysis
Mechanochemical method
Schiff base
Thermal degradation mechanism
Transition metal complexes
description Schiff bases are organic compounds that present a broad biological activity, which can be improved by the coordination with different metal ions. Their complexes can also act as corrosion inhibitor agents or even as heterogeneous catalysts in organic reactions. Based on the Schiff base synthesis versatility, and its several potential applications, this work focused on the obtention of a Schiff base derived from 4-aminosalicylic acid and salicylaldehyde by the mechanochemical method, and its Co(II), Cu(II), and Zn(II) complexes by precipitation in an aqueous solution. Using eco-friendly methods, it was not necessary to employ organic solvents or heating in the syntheses. Spectroscopic techniques were used to characterize the structure of the Schiff base and its coordination compounds, among them, MS, FTIR, UV/VIS/NIR, thermoanalytical techniques (TG-DSC, DSC, and EGA), and X-ray powder diffraction. The spectroscopic and thermal results confirmed Schiff base formation, and by the thermoanalytical study, it was possible to evaluate its thermal behavior and propose a thermal degradation mechanism, which results in the formation of a decarboxylation, resulting in the 3-aminophenol, a common thermal product of 4-aminosalicylic acid. For the metal complexes, the analytical and thermoanalytical results showed that they present a 1:1 metal–ligand stoichiometry, while FTIR and UV–VIS/NIR spectra demonstrated that the ligand coordinated with the metals in different ways through the carboxylate group and the phenolic oxygen. Furthermore, the EGA results showed that during the metal complexes decomposition, salicylaldehyde releasing is common for Co(II) and Zn(II) complexes, which is resulted from the C–N bond break. Graphical abstract: [Figure not available: see fulltext.]
publishDate 2022
dc.date.none.fl_str_mv 2022-01-01
2023-03-01T19:50:41Z
2023-03-01T19:50:41Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1007/s10973-022-11293-9
Journal of Thermal Analysis and Calorimetry.
1588-2926
1388-6150
http://hdl.handle.net/11449/239861
10.1007/s10973-022-11293-9
2-s2.0-85127972073
url http://dx.doi.org/10.1007/s10973-022-11293-9
http://hdl.handle.net/11449/239861
identifier_str_mv Journal of Thermal Analysis and Calorimetry.
1588-2926
1388-6150
10.1007/s10973-022-11293-9
2-s2.0-85127972073
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Thermal Analysis and Calorimetry
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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