Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers

Detalhes bibliográficos
Autor(a) principal: Raposo, M. Manuela M.
Data de Publicação: 2009
Outros Autores: Ferreira, Ana M. P. F., Amaro, Mariana, Belsley, M., Moura, João C. V. P.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/1822/10655
Resumo: A series of heterocyclic azo dyes was synthesized by diazotation of several substituted anilines and coupling with 5-N,N-dialkylamino-2,2´-bithiophenes to give 4-phenylazo-5-N,N-dialkylamino-2,2´-bithiophenes 4-7. This reaction contrasts with the behavior of 5-alkoxy-2,2´-bithiophenes towards aryldiazonium salts which gave 5-phenylazo-5-alkoxy-2,2´-bithiophenes. The thermal stability of the derivatives was evaluated using thermogravimetric analysis. The solvatochromic behaviour of the novel bithiophene azo dyes was investigated in several solvents of different polarity. The experimental results indicate that, the heterocyclic azo dyes 4-7 could be used as thermally stable solvatochromic probes.
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spelling Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplersSynthesisBithiophenesAzo coupling5-N,N-Dialkylamino-2,2´-bithiophene couplersHeterocyclic azo dyesSolvatochromic probesThermal stabilityScience & TechnologyA series of heterocyclic azo dyes was synthesized by diazotation of several substituted anilines and coupling with 5-N,N-dialkylamino-2,2´-bithiophenes to give 4-phenylazo-5-N,N-dialkylamino-2,2´-bithiophenes 4-7. This reaction contrasts with the behavior of 5-alkoxy-2,2´-bithiophenes towards aryldiazonium salts which gave 5-phenylazo-5-alkoxy-2,2´-bithiophenes. The thermal stability of the derivatives was evaluated using thermogravimetric analysis. The solvatochromic behaviour of the novel bithiophene azo dyes was investigated in several solvents of different polarity. The experimental results indicate that, the heterocyclic azo dyes 4-7 could be used as thermally stable solvatochromic probes.Fundação para a Ciência e a Tecnologia (FCT)ElsevierUniversidade do MinhoRaposo, M. Manuela M.Ferreira, Ana M. P. F.Amaro, MarianaBelsley, M.Moura, João C. V. P.2009-03-312009-03-31T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/1822/10655eng"Dyes and Pigments". ISSN 0143-7208. 83:1 (Mar. 2009) 59-65.0143-720810.1016/j.dyepig.2009.03.012info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:36:25Zoai:repositorium.sdum.uminho.pt:1822/10655Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:32:31.454830Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
title Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
spellingShingle Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
Raposo, M. Manuela M.
Synthesis
Bithiophenes
Azo coupling
5-N,N-Dialkylamino-2,2´-bithiophene couplers
Heterocyclic azo dyes
Solvatochromic probes
Thermal stability
Science & Technology
title_short Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
title_full Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
title_fullStr Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
title_full_unstemmed Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
title_sort Synthesis and characterization of the thermal and the solvatochromic properties of heterocyclic azo dyes derived from 5-N,N-dialkylamino-2,2´-bithiophene couplers
author Raposo, M. Manuela M.
author_facet Raposo, M. Manuela M.
Ferreira, Ana M. P. F.
Amaro, Mariana
Belsley, M.
Moura, João C. V. P.
author_role author
author2 Ferreira, Ana M. P. F.
Amaro, Mariana
Belsley, M.
Moura, João C. V. P.
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Universidade do Minho
dc.contributor.author.fl_str_mv Raposo, M. Manuela M.
Ferreira, Ana M. P. F.
Amaro, Mariana
Belsley, M.
Moura, João C. V. P.
dc.subject.por.fl_str_mv Synthesis
Bithiophenes
Azo coupling
5-N,N-Dialkylamino-2,2´-bithiophene couplers
Heterocyclic azo dyes
Solvatochromic probes
Thermal stability
Science & Technology
topic Synthesis
Bithiophenes
Azo coupling
5-N,N-Dialkylamino-2,2´-bithiophene couplers
Heterocyclic azo dyes
Solvatochromic probes
Thermal stability
Science & Technology
description A series of heterocyclic azo dyes was synthesized by diazotation of several substituted anilines and coupling with 5-N,N-dialkylamino-2,2´-bithiophenes to give 4-phenylazo-5-N,N-dialkylamino-2,2´-bithiophenes 4-7. This reaction contrasts with the behavior of 5-alkoxy-2,2´-bithiophenes towards aryldiazonium salts which gave 5-phenylazo-5-alkoxy-2,2´-bithiophenes. The thermal stability of the derivatives was evaluated using thermogravimetric analysis. The solvatochromic behaviour of the novel bithiophene azo dyes was investigated in several solvents of different polarity. The experimental results indicate that, the heterocyclic azo dyes 4-7 could be used as thermally stable solvatochromic probes.
publishDate 2009
dc.date.none.fl_str_mv 2009-03-31
2009-03-31T00:00:00Z
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://hdl.handle.net/1822/10655
url http://hdl.handle.net/1822/10655
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv "Dyes and Pigments". ISSN 0143-7208. 83:1 (Mar. 2009) 59-65.
0143-7208
10.1016/j.dyepig.2009.03.012
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron:RCAAP
instname_str Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
instacron_str RCAAP
institution RCAAP
reponame_str Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
collection Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
repository.name.fl_str_mv Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação
repository.mail.fl_str_mv
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