Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films

The naphthopyran (NP) derivative (3-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran) exhibits photochromism in solution or embedded in solid matrices. The molecule suffers a progressive photodegradation upon prolonged irradiation with UV-light, which depends strongly on the solvent...

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Autores: Pardo, Rosario, Zayat, Marcos, Levy, David
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2008
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/343531
Acceso en línea:http://hdl.handle.net/10261/343531
Access Level:acceso abierto
Palabra clave:Photochromic
Sol–gel
Photostability
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spelling Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin filmsPardo, RosarioZayat, MarcosLevy, DavidPhotochromicSol–gelPhotostabilityThe naphthopyran (NP) derivative (3-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran) exhibits photochromism in solution or embedded in solid matrices. The molecule suffers a progressive photodegradation upon prolonged irradiation with UV-light, which depends strongly on the solvent or the embedding matrix. The photodegradation of the dye molecules in THF or benzene solutions is much faster than that of the molecules embedded in solid matrices (polymer or ormosil). The organic functional groups incorporated in the network of the ormosil matrix play an important role in the photostability of the dye, as they determine the chemical environment of the dye molecules in the matrix. In this way, the dye embedded in matrices whose inner pore surface is functionalized with phenyl groups exhibits a photostability nine times higher than in unmodified matrices, being their degradation half-life (t1/2(deg)) 181 h and 21 h, respectively. The photostability of the photochromic dye in the ormosil matrices was also measured as a function of the dye loading, showing higher stability as the amount of dye is increased. The photostability of the dye in photochromic materials is an important issue in sight of the possible applications of these materials, as the performance of the devices involves repeated exposure to UV radiation. © 2008 Elsevier B.V. All rights reserved.This work was supported by research projects from MEC (NAN2004-09317-C04-02 and MAT2005-05131-C02-01)Elsevier BVConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]2024202420082024info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Postprintinfo:eu-repo/semantics/acceptedVersionhttp://hdl.handle.net/10261/343531reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/MEC/NAN2004-09317-C04-02/info:eu-repo/grantAgreement/MEC/MAT2005-05131-C02-01/http://dx.doi.org/10.1016/j.jphotochem.2008.03.013Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3435312026-05-22T06:33:51Z
dc.title.none.fl_str_mv Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
title Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
spellingShingle Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
Pardo, Rosario
Photochromic
Sol–gel
Photostability
title_short Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
title_full Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
title_fullStr Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
title_full_unstemmed Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
title_sort Effect of the chemical environment on the light-induced degradation of a photochromic dye in ormosil thin films
dc.creator.none.fl_str_mv Pardo, Rosario
Zayat, Marcos
Levy, David
author Pardo, Rosario
author_facet Pardo, Rosario
Zayat, Marcos
Levy, David
author_role author
author2 Zayat, Marcos
Levy, David
author2_role author
author
dc.contributor.none.fl_str_mv Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Photochromic
Sol–gel
Photostability
topic Photochromic
Sol–gel
Photostability
description The naphthopyran (NP) derivative (3-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran) exhibits photochromism in solution or embedded in solid matrices. The molecule suffers a progressive photodegradation upon prolonged irradiation with UV-light, which depends strongly on the solvent or the embedding matrix. The photodegradation of the dye molecules in THF or benzene solutions is much faster than that of the molecules embedded in solid matrices (polymer or ormosil). The organic functional groups incorporated in the network of the ormosil matrix play an important role in the photostability of the dye, as they determine the chemical environment of the dye molecules in the matrix. In this way, the dye embedded in matrices whose inner pore surface is functionalized with phenyl groups exhibits a photostability nine times higher than in unmodified matrices, being their degradation half-life (t1/2(deg)) 181 h and 21 h, respectively. The photostability of the photochromic dye in the ormosil matrices was also measured as a function of the dye loading, showing higher stability as the amount of dye is increased. The photostability of the dye in photochromic materials is an important issue in sight of the possible applications of these materials, as the performance of the devices involves repeated exposure to UV radiation. © 2008 Elsevier B.V. All rights reserved.
publishDate 2008
dc.date.none.fl_str_mv 2008
2024
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Postprint
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/343531
url http://hdl.handle.net/10261/343531
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/MEC/NAN2004-09317-C04-02/
info:eu-repo/grantAgreement/MEC/MAT2005-05131-C02-01/
http://dx.doi.org/10.1016/j.jphotochem.2008.03.013
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Elsevier BV
publisher.none.fl_str_mv Elsevier BV
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
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