Adaptable photochromic switches with self-aggregating heterocyclic azo dyes
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/63926 |
Resumo: | It is well-known that the thermal isomerization kinetics of photochromic azo dyes can be modulated by subtle changes in their chemical architecture. However, the availability of an orthogonal input to control the thermal relaxation of azo dyes is essential to enable access to multifunctional and adaptive photochromic switches based on these particular organic chromophores. In this work, we have designed and synthesized a new family of green-light-activated heterocyclic azo derivatives that modify their switching capabilities as a function of concentration. In this line, we have investigated their self-assembly and the nature of the supramolecular aggregates formed by means of dynamic light scattering, polarized optical microscopy, and X-ray diffraction. Indeed, imparting control over the self-assembly of these organic dyes allows to fine-tune their thermal relaxation time and produce adaptable photochromic switches. Specifically, swapping the azo dye concentration between values located above and below the corresponding critical aggregation concentration modifies significantly the relaxation time up to 250 times, i.e., from the millisecond to the microsecond timescale. Moreover, the optical density of the system can be switched back and forth hundreds of times, for both diluted and concentrated solutions, without any sign of fatigue. |
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Adaptable photochromic switches with self-aggregating heterocyclic azo dyesScience & TechnologyIt is well-known that the thermal isomerization kinetics of photochromic azo dyes can be modulated by subtle changes in their chemical architecture. However, the availability of an orthogonal input to control the thermal relaxation of azo dyes is essential to enable access to multifunctional and adaptive photochromic switches based on these particular organic chromophores. In this work, we have designed and synthesized a new family of green-light-activated heterocyclic azo derivatives that modify their switching capabilities as a function of concentration. In this line, we have investigated their self-assembly and the nature of the supramolecular aggregates formed by means of dynamic light scattering, polarized optical microscopy, and X-ray diffraction. Indeed, imparting control over the self-assembly of these organic dyes allows to fine-tune their thermal relaxation time and produce adaptable photochromic switches. Specifically, swapping the azo dye concentration between values located above and below the corresponding critical aggregation concentration modifies significantly the relaxation time up to 250 times, i.e., from the millisecond to the microsecond timescale. Moreover, the optical density of the system can be switched back and forth hundreds of times, for both diluted and concentrated solutions, without any sign of fatigue.Financial support for this research was obtained from the Ministerio de Economia y Competitividad (Spain, PGC2018-095477-B-I00, CTQ2016-78454-C2-1-R, and CTQ2017-84998-P MINECO/FEDER). Thanks are also due to Fundacao para a Ciencia e Tecnologia (Portugal) for financial support to the Portuguese NMR network (PTNMR, Bruker Avance III 400-Univ. Minho), FCT, and FEDER (European Fund for Regional Development)-COMPETEQREN-EU for financial support to the research centre CQ/UM [ref UID/QUI/00686/2013 and UID/QUI/0686/2016], and a PhD grant to M.C.R.C. (SFRH/BD/78037/2011).American Chemical SocietyUniversidade do MinhoGarcia-Amorós, JaumeCastro, Maria Cidália RodriguesNonell, SantiVílchez, SusanaEsquena, JordiRaposo, M. Manuela M.Velasco, Dolores2019-09-192019-09-19T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfapplication/pdfhttp://hdl.handle.net/1822/63926eng1932-74471932-745510.1021/acs.jpcc.9b07527info: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:RCAAP2023-07-21T12:37:41Zoai:repositorium.sdum.uminho.pt:1822/63926Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:34:00.614649Repositório 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 |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
title |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
spellingShingle |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes Garcia-Amorós, Jaume Science & Technology |
title_short |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
title_full |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
title_fullStr |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
title_full_unstemmed |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
title_sort |
Adaptable photochromic switches with self-aggregating heterocyclic azo dyes |
author |
Garcia-Amorós, Jaume |
author_facet |
Garcia-Amorós, Jaume Castro, Maria Cidália Rodrigues Nonell, Santi Vílchez, Susana Esquena, Jordi Raposo, M. Manuela M. Velasco, Dolores |
author_role |
author |
author2 |
Castro, Maria Cidália Rodrigues Nonell, Santi Vílchez, Susana Esquena, Jordi Raposo, M. Manuela M. Velasco, Dolores |
author2_role |
author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Garcia-Amorós, Jaume Castro, Maria Cidália Rodrigues Nonell, Santi Vílchez, Susana Esquena, Jordi Raposo, M. Manuela M. Velasco, Dolores |
dc.subject.por.fl_str_mv |
Science & Technology |
topic |
Science & Technology |
description |
It is well-known that the thermal isomerization kinetics of photochromic azo dyes can be modulated by subtle changes in their chemical architecture. However, the availability of an orthogonal input to control the thermal relaxation of azo dyes is essential to enable access to multifunctional and adaptive photochromic switches based on these particular organic chromophores. In this work, we have designed and synthesized a new family of green-light-activated heterocyclic azo derivatives that modify their switching capabilities as a function of concentration. In this line, we have investigated their self-assembly and the nature of the supramolecular aggregates formed by means of dynamic light scattering, polarized optical microscopy, and X-ray diffraction. Indeed, imparting control over the self-assembly of these organic dyes allows to fine-tune their thermal relaxation time and produce adaptable photochromic switches. Specifically, swapping the azo dye concentration between values located above and below the corresponding critical aggregation concentration modifies significantly the relaxation time up to 250 times, i.e., from the millisecond to the microsecond timescale. Moreover, the optical density of the system can be switched back and forth hundreds of times, for both diluted and concentrated solutions, without any sign of fatigue. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-09-19 2019-09-19T00:00:00Z |
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/1822/63926 |
url |
http://hdl.handle.net/1822/63926 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
1932-7447 1932-7455 10.1021/acs.jpcc.9b07527 |
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 |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
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 |
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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) |
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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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1799132860602384384 |