Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization

The covalent functionalization of surfaces with molecules capable of providing new properties to the treated substrate, such as hydrophobicity or bioactivity, has been attracting a lot of interest in the last decades. For achieving this goal, the generation of a universally functionalizable primer c...

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Autores: Suárez García, Salvio|||0000-0002-4156-0579, Sedó Vegara, Josep|||0000-0002-4195-7541, Saiz-Poseu, Javier|||0000-0002-0259-6851, Ruiz-Molina, Daniel|||0000-0002-6844-8421
Formato: artículo
Fecha de publicación:2017
País:España
Recursos:Universitat Autònoma de Barcelona
Repositorio:Dipòsit Digital de Documents de la UAB
Idioma:inglés
OAI Identifier:oai:ddd.uab.cat:206259
Acesso em linha:https://ddd.uab.cat/record/206259
https://dx.doi.org/urn:doi:10.3390/biomimetics2040022
Access Level:acceso abierto
Palavra-chave:Catechol
Coating
Surface modification
Hydrophobicity
Cross-linking
Polydopamine
Surface functionalization
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spelling Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalizationthe case of a hydrophobic coatingSuárez García, Salvio|||0000-0002-4156-0579Sedó Vegara, Josep|||0000-0002-4195-7541Saiz-Poseu, Javier|||0000-0002-0259-6851Ruiz-Molina, Daniel|||0000-0002-6844-8421CatecholCoatingSurface modificationHydrophobicityCross-linkingPolydopamineSurface functionalizationThe covalent functionalization of surfaces with molecules capable of providing new properties to the treated substrate, such as hydrophobicity or bioactivity, has been attracting a lot of interest in the last decades. For achieving this goal, the generation of a universally functionalizable primer coating in one-pot reaction and under relatively mild conditions is especially attractive due to its potential versatility and ease of application. The aim of the present work is to obtain such a functionalizable coating by a cross-linking reaction between pyrocatechol and hexamethylenediamine (HDMA) under oxidizing conditions. For demonstrating the efficacy of this approach, different substrates (glass, gold, silicon, and fabric) have been coated and later functionalized with two different alkylated species (1-hexadecanamine and stearoyl chloride). The success of their attachment has been demonstrated by evaluating the hydrophobicity conferred to the surface by contact angle measurements. Interestingly, these results, together with its chemical characterization by means of X-ray photoelectron spectroscopy (XPS) and Fourier-transform infrared spectroscopy (FT-IR), have proven that the reactivity of the primer coating towards the functionalizing agent can be tuned in function of its generation time. 22017-01-0120172017-01-01Articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://ddd.uab.cat/record/206259https://dx.doi.org/urn:doi:10.3390/biomimetics2040022reponame:Dipòsit Digital de Documents de la UABinstname:Universitat Autònoma de BarcelonaInglésengMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2015-70615-RMinisterio de Economía y Competitividad https://doi.org/10.13039/501100003329 SEV-2013-0295open accesshttp://purl.org/coar/access_right/c_abf2Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.https://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessoai:ddd.uab.cat:2062592026-06-06T12:50:31Z
dc.title.none.fl_str_mv Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
the case of a hydrophobic coating
title Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
spellingShingle Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
Suárez García, Salvio|||0000-0002-4156-0579
Catechol
Coating
Surface modification
Hydrophobicity
Cross-linking
Polydopamine
Surface functionalization
title_short Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
title_full Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
title_fullStr Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
title_full_unstemmed Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
title_sort Copolymerization of a catechol and a diamine as a versatile polydopamine-like platform for surface functionalization
dc.creator.none.fl_str_mv Suárez García, Salvio|||0000-0002-4156-0579
Sedó Vegara, Josep|||0000-0002-4195-7541
Saiz-Poseu, Javier|||0000-0002-0259-6851
Ruiz-Molina, Daniel|||0000-0002-6844-8421
author Suárez García, Salvio|||0000-0002-4156-0579
author_facet Suárez García, Salvio|||0000-0002-4156-0579
Sedó Vegara, Josep|||0000-0002-4195-7541
Saiz-Poseu, Javier|||0000-0002-0259-6851
Ruiz-Molina, Daniel|||0000-0002-6844-8421
author_role author
author2 Sedó Vegara, Josep|||0000-0002-4195-7541
Saiz-Poseu, Javier|||0000-0002-0259-6851
Ruiz-Molina, Daniel|||0000-0002-6844-8421
author2_role author
author
author
dc.subject.none.fl_str_mv Catechol
Coating
Surface modification
Hydrophobicity
Cross-linking
Polydopamine
Surface functionalization
topic Catechol
Coating
Surface modification
Hydrophobicity
Cross-linking
Polydopamine
Surface functionalization
description The covalent functionalization of surfaces with molecules capable of providing new properties to the treated substrate, such as hydrophobicity or bioactivity, has been attracting a lot of interest in the last decades. For achieving this goal, the generation of a universally functionalizable primer coating in one-pot reaction and under relatively mild conditions is especially attractive due to its potential versatility and ease of application. The aim of the present work is to obtain such a functionalizable coating by a cross-linking reaction between pyrocatechol and hexamethylenediamine (HDMA) under oxidizing conditions. For demonstrating the efficacy of this approach, different substrates (glass, gold, silicon, and fabric) have been coated and later functionalized with two different alkylated species (1-hexadecanamine and stearoyl chloride). The success of their attachment has been demonstrated by evaluating the hydrophobicity conferred to the surface by contact angle measurements. Interestingly, these results, together with its chemical characterization by means of X-ray photoelectron spectroscopy (XPS) and Fourier-transform infrared spectroscopy (FT-IR), have proven that the reactivity of the primer coating towards the functionalizing agent can be tuned in function of its generation time.
publishDate 2017
dc.date.none.fl_str_mv 2
2017-01-01
2017
2017-01-01
dc.type.none.fl_str_mv Article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://ddd.uab.cat/record/206259
https://dx.doi.org/urn:doi:10.3390/biomimetics2040022
url https://ddd.uab.cat/record/206259
https://dx.doi.org/urn:doi:10.3390/biomimetics2040022
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.relation.none.fl_str_mv Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 MAT2015-70615-R
Ministerio de Economía y Competitividad https://doi.org/10.13039/501100003329 SEV-2013-0295
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
https://creativecommons.org/licenses/by/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:Dipòsit Digital de Documents de la UAB
instname:Universitat Autònoma de Barcelona
instname_str Universitat Autònoma de Barcelona
reponame_str Dipòsit Digital de Documents de la UAB
collection Dipòsit Digital de Documents de la UAB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15,300719

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