Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives
Autor(a) principal: | |
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Data de Publicação: | 2012 |
Outros Autores: | , , , |
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=S0103-50532012000100005 |
Resumo: | Four new reactive fluorescent triazine derivatives were obtained from nucleophilic aromatic substitution of cyanuric chloride. The compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance (13C and ¹H NMR) and high resolution mass spectrometry (HRMS MALDI). UV-Vis and steady-state fluorescence (in solution and in solid state) spectroscopies were also applied to characterize the photophysical behavior. The dyes are fluorescent by an intramolecular proton transfer mechanism (ESIPT) in the blue-orange region, with a large Stokes shift between 6365-10290 cm-1. The fluorescent cyanuric derivatives could successfully react with cellulose fibers to give new fluorescent cellulosic materials. |
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Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivativestriazinebenzazolescyanuric chlorideESIPTreactive dyescelluloseFour new reactive fluorescent triazine derivatives were obtained from nucleophilic aromatic substitution of cyanuric chloride. The compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance (13C and ¹H NMR) and high resolution mass spectrometry (HRMS MALDI). UV-Vis and steady-state fluorescence (in solution and in solid state) spectroscopies were also applied to characterize the photophysical behavior. The dyes are fluorescent by an intramolecular proton transfer mechanism (ESIPT) in the blue-orange region, with a large Stokes shift between 6365-10290 cm-1. The fluorescent cyanuric derivatives could successfully react with cellulose fibers to give new fluorescent cellulosic materials.Sociedade Brasileira de Química2012-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000100005Journal of the Brazilian Chemical Society v.23 n.1 2012reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532012000100005info:eu-repo/semantics/openAccessKuplich,Marcelo D.Grasel,Fábio S.Campo,Leandra F.Rodembusch,Fabiano S.Stefani,Valtereng2012-02-02T00:00:00Zoai:scielo:S0103-50532012000100005Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2012-02-02T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
title |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
spellingShingle |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives Kuplich,Marcelo D. triazine benzazoles cyanuric chloride ESIPT reactive dyes cellulose |
title_short |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
title_full |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
title_fullStr |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
title_full_unstemmed |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
title_sort |
Synthesis, characterization and photophysical properties of ESIPT reactive triazine derivatives |
author |
Kuplich,Marcelo D. |
author_facet |
Kuplich,Marcelo D. Grasel,Fábio S. Campo,Leandra F. Rodembusch,Fabiano S. Stefani,Valter |
author_role |
author |
author2 |
Grasel,Fábio S. Campo,Leandra F. Rodembusch,Fabiano S. Stefani,Valter |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Kuplich,Marcelo D. Grasel,Fábio S. Campo,Leandra F. Rodembusch,Fabiano S. Stefani,Valter |
dc.subject.por.fl_str_mv |
triazine benzazoles cyanuric chloride ESIPT reactive dyes cellulose |
topic |
triazine benzazoles cyanuric chloride ESIPT reactive dyes cellulose |
description |
Four new reactive fluorescent triazine derivatives were obtained from nucleophilic aromatic substitution of cyanuric chloride. The compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance (13C and ¹H NMR) and high resolution mass spectrometry (HRMS MALDI). UV-Vis and steady-state fluorescence (in solution and in solid state) spectroscopies were also applied to characterize the photophysical behavior. The dyes are fluorescent by an intramolecular proton transfer mechanism (ESIPT) in the blue-orange region, with a large Stokes shift between 6365-10290 cm-1. The fluorescent cyanuric derivatives could successfully react with cellulose fibers to give new fluorescent cellulosic materials. |
publishDate |
2012 |
dc.date.none.fl_str_mv |
2012-01-01 |
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=S0103-50532012000100005 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532012000100005 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.1590/S0103-50532012000100005 |
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.23 n.1 2012 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 |
_version_ |
1750318173044867072 |