Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear

Detalhes bibliográficos
Autor(a) principal: Santos, Daniela Corrêa
Data de Publicação: 2021
Outros Autores: Junior, Marcos Antonio de Abreu Lopes, Paschoal, Diego Fernando da Silva, de Souza, Andréa Luzia Ferreira
Tipo de documento: Artigo
Idioma: por
Título da fonte: Revista Veras
DOI: 10.34117/bjdv7n6-577
Texto Completo: https://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856
Resumo: The new fluorinated Biphenyl-Schiff Base 3 was synthesized by a synthetic route involving three steps, with the formation of two intermediates precursors. Primarily by the result of a Suzuki-Miyaura cross-coupling reaction forming the fluorinated 4-aminobiphenyl (1) and later by the result of the nucleophilic substitution SN2 obtaining the intermediate 4-[2-(dimethylamino)ethoxy]-benzaldehyde (2). The Schiff base 3 was obtained through the condensation reaction between intermediates 1 and 2. The methodology involving the reaction to form intermediate 2 proved to be more effective when aided by microwave irradiation providing a significantly higher yield in a shorter time. The GC-MS showed that all compounds were synthesized by the proximity of the calculated m/z ratio and that found. In addition, theoretical calculations showed that the new fluorinated Biphenyl-Schiff Base 3 obtained a value for the first hyperpolarizability ( of 45.1 x 10-30 esu that is approximately five times greater than the experimental value of 9.2 x 10-30 esu for the reference compound (p-nitroaniline).
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spelling Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linearSchiff BaseBiphenylNonlinear Optical PropertiesFirst HyperpolarizabilitySuzuki-MiyauraMicrowave.The new fluorinated Biphenyl-Schiff Base 3 was synthesized by a synthetic route involving three steps, with the formation of two intermediates precursors. Primarily by the result of a Suzuki-Miyaura cross-coupling reaction forming the fluorinated 4-aminobiphenyl (1) and later by the result of the nucleophilic substitution SN2 obtaining the intermediate 4-[2-(dimethylamino)ethoxy]-benzaldehyde (2). The Schiff base 3 was obtained through the condensation reaction between intermediates 1 and 2. The methodology involving the reaction to form intermediate 2 proved to be more effective when aided by microwave irradiation providing a significantly higher yield in a shorter time. The GC-MS showed that all compounds were synthesized by the proximity of the calculated m/z ratio and that found. In addition, theoretical calculations showed that the new fluorinated Biphenyl-Schiff Base 3 obtained a value for the first hyperpolarizability ( of 45.1 x 10-30 esu that is approximately five times greater than the experimental value of 9.2 x 10-30 esu for the reference compound (p-nitroaniline).Brazilian Journals Publicações de Periódicos e Editora Ltda.2021-06-24info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/3185610.34117/bjdv7n6-577Brazilian Journal of Development; Vol. 7 No. 6 (2021); 62657-62669Brazilian Journal of Development; Vol. 7 Núm. 6 (2021); 62657-62669Brazilian Journal of Development; v. 7 n. 6 (2021); 62657-626692525-876110.34117/bjdv.v7i6reponame:Revista Verasinstname:Instituto Superior de Educação Vera Cruz (VeraCruz)instacron:VERACRUZporhttps://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856/pdfCopyright (c) 2021 Brazilian Journal of Developmentinfo:eu-repo/semantics/openAccessSantos, Daniela CorrêaJunior, Marcos Antonio de Abreu LopesPaschoal, Diego Fernando da Silvade Souza, Andréa Luzia Ferreira2021-09-21T11:05:30Zoai:ojs2.ojs.brazilianjournals.com.br:article/31856Revistahttp://site.veracruz.edu.br:8087/instituto/revistaveras/index.php/revistaveras/PRIhttp://site.veracruz.edu.br:8087/instituto/revistaveras/index.php/revistaveras/oai||revistaveras@veracruz.edu.br2236-57292236-5729opendoar:2024-10-15T16:16:51.517686Revista Veras - Instituto Superior de Educação Vera Cruz (VeraCruz)false
dc.title.none.fl_str_mv Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
title Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
spellingShingle Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
Santos, Daniela Corrêa
Schiff Base
Biphenyl
Nonlinear Optical Properties
First Hyperpolarizability
Suzuki-Miyaura
Microwave.
Santos, Daniela Corrêa
Schiff Base
Biphenyl
Nonlinear Optical Properties
First Hyperpolarizability
Suzuki-Miyaura
Microwave.
title_short Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
title_full Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
title_fullStr Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
title_full_unstemmed Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
title_sort Microwave-assisted synthesis of a new fluorinated Biphenyl-Schiff base with potential application in nonlinear optical / Síntese assistida por micro-ondas de uma nova Bifenil-Base de Schiff Fluorada com potencial aplicação em óptica não linear
author Santos, Daniela Corrêa
author_facet Santos, Daniela Corrêa
Santos, Daniela Corrêa
Junior, Marcos Antonio de Abreu Lopes
Paschoal, Diego Fernando da Silva
de Souza, Andréa Luzia Ferreira
Junior, Marcos Antonio de Abreu Lopes
Paschoal, Diego Fernando da Silva
de Souza, Andréa Luzia Ferreira
author_role author
author2 Junior, Marcos Antonio de Abreu Lopes
Paschoal, Diego Fernando da Silva
de Souza, Andréa Luzia Ferreira
author2_role author
author
author
dc.contributor.author.fl_str_mv Santos, Daniela Corrêa
Junior, Marcos Antonio de Abreu Lopes
Paschoal, Diego Fernando da Silva
de Souza, Andréa Luzia Ferreira
dc.subject.por.fl_str_mv Schiff Base
Biphenyl
Nonlinear Optical Properties
First Hyperpolarizability
Suzuki-Miyaura
Microwave.
topic Schiff Base
Biphenyl
Nonlinear Optical Properties
First Hyperpolarizability
Suzuki-Miyaura
Microwave.
description The new fluorinated Biphenyl-Schiff Base 3 was synthesized by a synthetic route involving three steps, with the formation of two intermediates precursors. Primarily by the result of a Suzuki-Miyaura cross-coupling reaction forming the fluorinated 4-aminobiphenyl (1) and later by the result of the nucleophilic substitution SN2 obtaining the intermediate 4-[2-(dimethylamino)ethoxy]-benzaldehyde (2). The Schiff base 3 was obtained through the condensation reaction between intermediates 1 and 2. The methodology involving the reaction to form intermediate 2 proved to be more effective when aided by microwave irradiation providing a significantly higher yield in a shorter time. The GC-MS showed that all compounds were synthesized by the proximity of the calculated m/z ratio and that found. In addition, theoretical calculations showed that the new fluorinated Biphenyl-Schiff Base 3 obtained a value for the first hyperpolarizability ( of 45.1 x 10-30 esu that is approximately five times greater than the experimental value of 9.2 x 10-30 esu for the reference compound (p-nitroaniline).
publishDate 2021
dc.date.none.fl_str_mv 2021-06-24
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856
10.34117/bjdv7n6-577
url https://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856
identifier_str_mv 10.34117/bjdv7n6-577
dc.language.iso.fl_str_mv por
language por
dc.relation.none.fl_str_mv https://ojs.brazilianjournals.com.br/ojs/index.php/BRJD/article/view/31856/pdf
dc.rights.driver.fl_str_mv Copyright (c) 2021 Brazilian Journal of Development
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Copyright (c) 2021 Brazilian Journal of Development
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Brazilian Journals Publicações de Periódicos e Editora Ltda.
publisher.none.fl_str_mv Brazilian Journals Publicações de Periódicos e Editora Ltda.
dc.source.none.fl_str_mv Brazilian Journal of Development; Vol. 7 No. 6 (2021); 62657-62669
Brazilian Journal of Development; Vol. 7 Núm. 6 (2021); 62657-62669
Brazilian Journal of Development; v. 7 n. 6 (2021); 62657-62669
2525-8761
10.34117/bjdv.v7i6
reponame:Revista Veras
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reponame_str Revista Veras
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repository.name.fl_str_mv Revista Veras - Instituto Superior de Educação Vera Cruz (VeraCruz)
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dc.identifier.doi.none.fl_str_mv 10.34117/bjdv7n6-577