Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes

Detalhes bibliográficos
Autor(a) principal: Mota,João P. F.
Data de Publicação: 2017
Outros Autores: Costa Júnior,Antônio E. da, Ribeiro,Viviane G. P., Sampaio,Samuel G., Lima,Nayane M. A., Silva,Fernando L. F. da, Clemente,Claudenilson S., Mele,Giuseppe, Lomonaco,Diego, Mazzetto,Selma E.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601063
Resumo: New asymmetric cardanol-based porphyrins, free-base and coordinated with Ni, Co and Cu, were synthesized and completely characterized as A3B type. Such porphyrins were obtained aiming improved solubility in polar solvents due insertion of an -OH phenolic group. Their thermal and dielectric properties were also evaluated. Changes in the synthetic route reduced the reaction time and improved the yields of the aldehyde precursor obtainment. Electronic absorption spectra of the new porphyrins in CH2Cl2, EtOH and acetone, indicated a decrease in the ε (molar absorptivity) values with increasing solvent polarity, except for the nickel complex which, in acetone, showed a slight increase of 2% in the ε value. The dielectric measurements showed that the conductivity (σ) and the loss tangent (tan δ) increased with frequency, but the permittivity (ε') decreased. The results showed that the coordination of the porphyrin promoted a significant change in thermal and dielectric properties, specially for to the Ni-complex compound, which presented the best dielectric properties with interesting values of permittivity and loss tangent at 100 MHz (19.46 and 0.011 a.u., respectively).
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spelling Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexesasymmetric porphyrinscardanoldielectric propertiesNew asymmetric cardanol-based porphyrins, free-base and coordinated with Ni, Co and Cu, were synthesized and completely characterized as A3B type. Such porphyrins were obtained aiming improved solubility in polar solvents due insertion of an -OH phenolic group. Their thermal and dielectric properties were also evaluated. Changes in the synthetic route reduced the reaction time and improved the yields of the aldehyde precursor obtainment. Electronic absorption spectra of the new porphyrins in CH2Cl2, EtOH and acetone, indicated a decrease in the ε (molar absorptivity) values with increasing solvent polarity, except for the nickel complex which, in acetone, showed a slight increase of 2% in the ε value. The dielectric measurements showed that the conductivity (σ) and the loss tangent (tan δ) increased with frequency, but the permittivity (ε') decreased. The results showed that the coordination of the porphyrin promoted a significant change in thermal and dielectric properties, specially for to the Ni-complex compound, which presented the best dielectric properties with interesting values of permittivity and loss tangent at 100 MHz (19.46 and 0.011 a.u., respectively).Sociedade Brasileira de Química2017-06-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601063Journal of the Brazilian Chemical Society v.28 n.6 2017reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20160261info:eu-repo/semantics/openAccessMota,João P. F.Costa Júnior,Antônio E. daRibeiro,Viviane G. P.Sampaio,Samuel G.Lima,Nayane M. A.Silva,Fernando L. F. daClemente,Claudenilson S.Mele,GiuseppeLomonaco,DiegoMazzetto,Selma E.eng2017-05-11T00:00:00Zoai:scielo:S0103-50532017000601063Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2017-05-11T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
title Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
spellingShingle Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
Mota,João P. F.
asymmetric porphyrins
cardanol
dielectric properties
title_short Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
title_full Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
title_fullStr Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
title_full_unstemmed Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
title_sort Synthesis, Characterization and Dielectric Properties of New 5-(4-Hydroxyphenyl)- 10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl porphyrin and Their Ni, Co and Cu Complexes
author Mota,João P. F.
author_facet Mota,João P. F.
Costa Júnior,Antônio E. da
Ribeiro,Viviane G. P.
Sampaio,Samuel G.
Lima,Nayane M. A.
Silva,Fernando L. F. da
Clemente,Claudenilson S.
Mele,Giuseppe
Lomonaco,Diego
Mazzetto,Selma E.
author_role author
author2 Costa Júnior,Antônio E. da
Ribeiro,Viviane G. P.
Sampaio,Samuel G.
Lima,Nayane M. A.
Silva,Fernando L. F. da
Clemente,Claudenilson S.
Mele,Giuseppe
Lomonaco,Diego
Mazzetto,Selma E.
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Mota,João P. F.
Costa Júnior,Antônio E. da
Ribeiro,Viviane G. P.
Sampaio,Samuel G.
Lima,Nayane M. A.
Silva,Fernando L. F. da
Clemente,Claudenilson S.
Mele,Giuseppe
Lomonaco,Diego
Mazzetto,Selma E.
dc.subject.por.fl_str_mv asymmetric porphyrins
cardanol
dielectric properties
topic asymmetric porphyrins
cardanol
dielectric properties
description New asymmetric cardanol-based porphyrins, free-base and coordinated with Ni, Co and Cu, were synthesized and completely characterized as A3B type. Such porphyrins were obtained aiming improved solubility in polar solvents due insertion of an -OH phenolic group. Their thermal and dielectric properties were also evaluated. Changes in the synthetic route reduced the reaction time and improved the yields of the aldehyde precursor obtainment. Electronic absorption spectra of the new porphyrins in CH2Cl2, EtOH and acetone, indicated a decrease in the ε (molar absorptivity) values with increasing solvent polarity, except for the nickel complex which, in acetone, showed a slight increase of 2% in the ε value. The dielectric measurements showed that the conductivity (σ) and the loss tangent (tan δ) increased with frequency, but the permittivity (ε') decreased. The results showed that the coordination of the porphyrin promoted a significant change in thermal and dielectric properties, specially for to the Ni-complex compound, which presented the best dielectric properties with interesting values of permittivity and loss tangent at 100 MHz (19.46 and 0.011 a.u., respectively).
publishDate 2017
dc.date.none.fl_str_mv 2017-06-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601063
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000601063
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20160261
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.28 n.6 2017
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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