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
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , |
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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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 instname:Instituto Superior de Educação Vera Cruz (VeraCruz) instacron:VERACRUZ |
instname_str |
Instituto Superior de Educação Vera Cruz (VeraCruz) |
instacron_str |
VERACRUZ |
institution |
VERACRUZ |
reponame_str |
Revista Veras |
collection |
Revista Veras |
repository.name.fl_str_mv |
Revista Veras - Instituto Superior de Educação Vera Cruz (VeraCruz) |
repository.mail.fl_str_mv |
||revistaveras@veracruz.edu.br |
_version_ |
1822183820449808384 |
dc.identifier.doi.none.fl_str_mv |
10.34117/bjdv7n6-577 |