Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism

Covalent mechanophores are molecular motifs that contain weak bonds, which are preferentially cleaved in response to the application of a mechanical force. Specially designed motifs can signal such bond scission events by changing their optical absorption or emission characteristics and thus exhibit...

Descripción completa

Detalles Bibliográficos
Autores: Hemmer, James R., Bauernfeind, Viola, Rader, Chris, Petroselli, Manuel, Weder, Christoph, Berrocal, José Augusto
Tipo de recurso: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/537070
Acceso en línea:http://hdl.handle.net/2072/537070
https://doi.org/10.1021/acs.macromol.3c01521
Access Level:acceso abierto
Palabra clave:Química
00
id ES_dfdcd65b433a486bed83403d3fc0de35
oai_identifier_str oai:recercat.cat:2072/537070
network_acronym_str ES
network_name_str España
repository_id_str
spelling Triarylmethane Mechanophores Enable Full-Visible Spectrum MechanochromismHemmer, James R.Bauernfeind, ViolaRader, ChrisPetroselli, ManuelWeder, ChristophBerrocal, José AugustoQuímica00Covalent mechanophores are molecular motifs that contain weak bonds, which are preferentially cleaved in response to the application of a mechanical force. Specially designed motifs can signal such bond scission events by changing their optical absorption or emission characteristics and thus exhibit mechanochromism. Here, we report the synthesis of three triarylmethane benzyl ether derivatives and their use as mechanochromic cross-linkers in elastomeric networks. Mechanical stimulation of these polymers triggers the heterolytic cleavage of the C–O ether bond of the triarylmethanes, which leads to the formation of resonance-stabilized carbocations that absorb light in the visible range. The materials adopt blue, yellow, or red coloration depending on the chemical design of the triarylmethane mechanophore. The color palette can be further expanded by simple combinations of these three colors. Thus, our work demonstrates the versatility of the triarylmethane platform in polymer mechanochemistry.ACS Publications2023info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion29 p.application/pdfhttp://hdl.handle.net/2072/537070https://doi.org/10.1021/acs.macromol.3c01521RECERCAT (Dipòsit de la Recerca de Catalunya)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésJ. R. H. and J. A. B. gratefully acknowledge funding from the Office of Naval Research (ONR) Global (grant number N629092212036).All authors thank the Adolphe Merkle Foundation for the generous supportCC-BYinfo:eu-repo/semantics/openAccessoai:recercat.cat:2072/5370702026-05-29T05:05:01Z
dc.title.none.fl_str_mv Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
title Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
spellingShingle Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
Hemmer, James R.
Química
00
title_short Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
title_full Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
title_fullStr Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
title_full_unstemmed Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
title_sort Triarylmethane Mechanophores Enable Full-Visible Spectrum Mechanochromism
dc.creator.none.fl_str_mv Hemmer, James R.
Bauernfeind, Viola
Rader, Chris
Petroselli, Manuel
Weder, Christoph
Berrocal, José Augusto
author Hemmer, James R.
author_facet Hemmer, James R.
Bauernfeind, Viola
Rader, Chris
Petroselli, Manuel
Weder, Christoph
Berrocal, José Augusto
author_role author
author2 Bauernfeind, Viola
Rader, Chris
Petroselli, Manuel
Weder, Christoph
Berrocal, José Augusto
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
00
topic Química
00
description Covalent mechanophores are molecular motifs that contain weak bonds, which are preferentially cleaved in response to the application of a mechanical force. Specially designed motifs can signal such bond scission events by changing their optical absorption or emission characteristics and thus exhibit mechanochromism. Here, we report the synthesis of three triarylmethane benzyl ether derivatives and their use as mechanochromic cross-linkers in elastomeric networks. Mechanical stimulation of these polymers triggers the heterolytic cleavage of the C–O ether bond of the triarylmethanes, which leads to the formation of resonance-stabilized carbocations that absorb light in the visible range. The materials adopt blue, yellow, or red coloration depending on the chemical design of the triarylmethane mechanophore. The color palette can be further expanded by simple combinations of these three colors. Thus, our work demonstrates the versatility of the triarylmethane platform in polymer mechanochemistry.
publishDate 2023
dc.date.none.fl_str_mv 2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/2072/537070
https://doi.org/10.1021/acs.macromol.3c01521
url http://hdl.handle.net/2072/537070
https://doi.org/10.1021/acs.macromol.3c01521
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv J. R. H. and J. A. B. gratefully acknowledge funding from the Office of Naval Research (ONR) Global (grant number N629092212036).
All authors thank the Adolphe Merkle Foundation for the generous support
dc.rights.none.fl_str_mv CC-BY
info:eu-repo/semantics/openAccess
rights_invalid_str_mv CC-BY
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 29 p.
application/pdf
dc.publisher.none.fl_str_mv ACS Publications
publisher.none.fl_str_mv ACS Publications
dc.source.none.fl_str_mv RECERCAT (Dipòsit de la Recerca de Catalunya)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869422102565617664
score 15,811543

Similares en LA Referencia