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http://hdl.handle.net/10261/207199
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dc.contributor.author | Aboudzadeh, M. Ali | - |
dc.contributor.author | Dolz, Mikel | - |
dc.contributor.author | Monnier, Xavier | - |
dc.contributor.author | González de San Román, Estíbaliz | - |
dc.contributor.author | Cangialosi, Daniele | - |
dc.contributor.author | Grzelczak, Marek | - |
dc.contributor.author | Barroso-Bujans, Fabienne | - |
dc.date.accessioned | 2020-04-13T07:07:51Z | - |
dc.date.available | 2020-04-13T07:07:51Z | - |
dc.date.issued | 2019-11-19 | - |
dc.identifier | doi: 10.1039/c9py01394f | - |
dc.identifier | e-issn: 1759-9962 | - |
dc.identifier | issn: 1759-9954 | - |
dc.identifier.citation | Polymer Chemistry 10(47): 6495-6504 (2019) | - |
dc.identifier.uri | http://hdl.handle.net/10261/207199 | - |
dc.description.abstract | We introduce an approach to synthesize macrocyclic poly(ethylene oxide)s containing a pendant protected thiol group (pSH-CPEO), which is demonstrated to be able to attach to gold surfaces without prior deprotection. Our strategy is based on a bimolecular approach by which a di-alkyne molecule derived from thiol-protected 3-mercapto-1,2-propanediol and a series of PEO bis(azides) of M = 2, 6, and 11 kg mol are coupled via copper-catalyzed azide-alkyne cycloaddition. The cyclization reaction was verified by size exclusion chromatography and matrix-assisted laser desorption ionization time of flight mass spectrometry. In addition, we used fast scanning calorimetry to evaluate the glass transition temperature (T) of the synthesized pSH-CPEOs. Thanks to the extremely rapid cooling power of this technique, PEO crystallization can be circumvented and, therefore, its fully amorphous state can be investigated. The results confirmed higher T values for macrocycles compared to their chemically equivalent linear precursors. This result highlights the importance of the chain end in affecting the T of polymers. Finally, to demonstrate the ability of pSH-CPEO to covalently attach to gold surfaces, pSH-CPEO samples were allowed to react with gold-coated glass slides and the surface properties were compared with those of the samples obtained by the reaction of linear α-thiol, ω-methoxy PEO (with and without protection of the thiol group) and gold-coated glass slides. X-ray photoelectron spectroscopy data confirmed the formation of Au-S linkages as well as the removal of the thiol protector group through the quantitative analysis of the chemical composition at the surface. The contact angle data of pSH-CPEO/gold exhibited increased hydrophilicity compared to bare gold and topological effects at the interface. A reaction mechanism between the 2,4-dinitrobenzene-protected thiol group and the gold surface is also proposed. | - |
dc.description.sponsorship | We also gratefully acknowledge support from the Spanish Ministry “Ministerio de Ciencia, Innovación y Universidades” (PGC2018-094548-B-I00, MICINN/ FEDER, UE), Basque Government (IT-1175-19 and PIBA 2018- 34), and Diputación Foral de Guipúzcoa (RED 2018). | - |
dc.language | eng | - |
dc.publisher | Royal Society of Chemistry (UK) | - |
dc.relation | info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PGC2018-094548-B-100 | - |
dc.relation | PGC2018-094548-B-100/AEI/10.13039/501100011033 | - |
dc.relation.isversionof | Publisher's version | - |
dc.rights | openAccess | - |
dc.title | Synthesis of macrocyclic poly(ethylene oxide)s containing a protected thiol group: A strategy for decorating gold surfaces with ring polymers | - |
dc.type | artículo | - |
dc.identifier.doi | 10.1039/c9py01394f | - |
dc.relation.publisherversion | http://dx.doi.org/10.1039/c9py01394f | - |
dc.date.updated | 2020-04-13T07:07:51Z | - |
dc.rights.license | http://creativecommons.org/licenses/by-nc-nd/4.0/ | - |
dc.contributor.funder | European Commission | - |
dc.contributor.funder | Ministerio de Ciencia, Innovación y Universidades (España) | - |
dc.contributor.funder | Agencia Estatal de Investigación (España) | - |
dc.relation.csic | Sí | - |
dc.identifier.funder | http://dx.doi.org/10.13039/501100000780 | es_ES |
dc.identifier.funder | http://dx.doi.org/10.13039/501100011033 | es_ES |
dc.contributor.orcid | Aboudzadeh, M. Ali [0000-0001-8829-8072] | - |
dc.contributor.orcid | Monnier, Xavier [0000-0001-5857-7986] | - |
dc.contributor.orcid | Cangialosi, Daniele [0000-0002-5782-7725] | - |
dc.contributor.orcid | Grzelczak, Marek [0000-0002-3458-8450] | - |
dc.contributor.orcid | Barroso-Bujans, Fabienne [0000-0002-9591-5646] | - |
dc.type.coar | http://purl.org/coar/resource_type/c_6501 | es_ES |
item.cerifentitytype | Publications | - |
item.openairecristype | http://purl.org/coar/resource_type/c_18cf | - |
item.grantfulltext | open | - |
item.openairetype | artículo | - |
item.fulltext | With Fulltext | - |
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