Cargando…

Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone

In this work we apply a combination of steady state and time resolved luminescence and absorption spectroscopies to investigate the excited-state dynamics of a recently developed molecular photoswitch, belonging to the hydrazone family. The outstanding properties of this molecule, involving fluoresc...

Descripción completa

Detalles Bibliográficos
Autores principales: Iagatti, Alessandro, Shao, Baihao, Credi, Alberto, Ventura, Barbara, Aprahamian, Ivan, Di Donato, Mariangela
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6808199/
https://www.ncbi.nlm.nih.gov/pubmed/31666878
http://dx.doi.org/10.3762/bjoc.15.236
_version_ 1783461742107426816
author Iagatti, Alessandro
Shao, Baihao
Credi, Alberto
Ventura, Barbara
Aprahamian, Ivan
Di Donato, Mariangela
author_facet Iagatti, Alessandro
Shao, Baihao
Credi, Alberto
Ventura, Barbara
Aprahamian, Ivan
Di Donato, Mariangela
author_sort Iagatti, Alessandro
collection PubMed
description In this work we apply a combination of steady state and time resolved luminescence and absorption spectroscopies to investigate the excited-state dynamics of a recently developed molecular photoswitch, belonging to the hydrazone family. The outstanding properties of this molecule, involving fluorescence toggling, bistability, high isomerization quantum yield and non-negligible two-photon absorption cross section, make it very promising for numerous applications. Here we show that the light induced Z/E isomerization occurs on a fast <1 ps timescale in both toluene and acetonitrile, while the excited state lifetime of the Z-form depends on solvent polarity, suggesting a partial charge transfer nature of its low lying excited state. Time-resolved luminescence measurements evidence the presence of a main emission component in the 500–520 nm spectral range, attributed to the Z-isomer, and a very short living blue-shifted emission, attributed to the E-isomer. Finally, transient absorption measurements performed upon far-red excitation are employed as an alternative method to determine the two-photon absorption cross-section of the molecule.
format Online
Article
Text
id pubmed-6808199
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-68081992019-10-30 Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone Iagatti, Alessandro Shao, Baihao Credi, Alberto Ventura, Barbara Aprahamian, Ivan Di Donato, Mariangela Beilstein J Org Chem Full Research Paper In this work we apply a combination of steady state and time resolved luminescence and absorption spectroscopies to investigate the excited-state dynamics of a recently developed molecular photoswitch, belonging to the hydrazone family. The outstanding properties of this molecule, involving fluorescence toggling, bistability, high isomerization quantum yield and non-negligible two-photon absorption cross section, make it very promising for numerous applications. Here we show that the light induced Z/E isomerization occurs on a fast <1 ps timescale in both toluene and acetonitrile, while the excited state lifetime of the Z-form depends on solvent polarity, suggesting a partial charge transfer nature of its low lying excited state. Time-resolved luminescence measurements evidence the presence of a main emission component in the 500–520 nm spectral range, attributed to the Z-isomer, and a very short living blue-shifted emission, attributed to the E-isomer. Finally, transient absorption measurements performed upon far-red excitation are employed as an alternative method to determine the two-photon absorption cross-section of the molecule. Beilstein-Institut 2019-10-15 /pmc/articles/PMC6808199/ /pubmed/31666878 http://dx.doi.org/10.3762/bjoc.15.236 Text en Copyright © 2019, Iagatti et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Iagatti, Alessandro
Shao, Baihao
Credi, Alberto
Ventura, Barbara
Aprahamian, Ivan
Di Donato, Mariangela
Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title_full Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title_fullStr Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title_full_unstemmed Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title_short Ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
title_sort ultrafast processes triggered by one- and two-photon excitation of a photochromic and luminescent hydrazone
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6808199/
https://www.ncbi.nlm.nih.gov/pubmed/31666878
http://dx.doi.org/10.3762/bjoc.15.236
work_keys_str_mv AT iagattialessandro ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone
AT shaobaihao ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone
AT credialberto ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone
AT venturabarbara ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone
AT aprahamianivan ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone
AT didonatomariangela ultrafastprocessestriggeredbyoneandtwophotonexcitationofaphotochromicandluminescenthydrazone