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Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization

Chemical functionalization of nanocarbons is essential for further applications in various fields. We developed a facile, inexpensive, and gram‐scale one‐pot route towards alkynyl‐functionalized nanocarbons. Nucleophilic addition/propargylic capture places alkyne moieties at the surface of carbon na...

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Detalles Bibliográficos
Autores principales: Desmecht, Antonin, Hermans, Sophie, Riant, Olivier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5390797/
https://www.ncbi.nlm.nih.gov/pubmed/28413757
http://dx.doi.org/10.1002/open.201600170
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author Desmecht, Antonin
Hermans, Sophie
Riant, Olivier
author_facet Desmecht, Antonin
Hermans, Sophie
Riant, Olivier
author_sort Desmecht, Antonin
collection PubMed
description Chemical functionalization of nanocarbons is essential for further applications in various fields. We developed a facile, inexpensive, and gram‐scale one‐pot route towards alkynyl‐functionalized nanocarbons. Nucleophilic addition/propargylic capture places alkyne moieties at the surface of carbon nanotubes (CNTs) and graphene. Thermogravimetric analysis coupled with mass spectrometry and Raman analysis confirmed the efficiency of this process. Conductivity measurements demonstrated the maintenance of the CNT electrical properties. The attached alkynyl moieties were reacted with various azide derivatives through the click‐Huisgen [3+2] cycloaddition and characterized with XPS. The efficient addition of those derivatives enables the application of our finding in various fields. This route is a reliable and convenient alternative to the known diazonium functionalization and oxidation‐esterification reactions to graft alkyne groups.
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spelling pubmed-53907972017-04-14 Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization Desmecht, Antonin Hermans, Sophie Riant, Olivier ChemistryOpen Communications Chemical functionalization of nanocarbons is essential for further applications in various fields. We developed a facile, inexpensive, and gram‐scale one‐pot route towards alkynyl‐functionalized nanocarbons. Nucleophilic addition/propargylic capture places alkyne moieties at the surface of carbon nanotubes (CNTs) and graphene. Thermogravimetric analysis coupled with mass spectrometry and Raman analysis confirmed the efficiency of this process. Conductivity measurements demonstrated the maintenance of the CNT electrical properties. The attached alkynyl moieties were reacted with various azide derivatives through the click‐Huisgen [3+2] cycloaddition and characterized with XPS. The efficient addition of those derivatives enables the application of our finding in various fields. This route is a reliable and convenient alternative to the known diazonium functionalization and oxidation‐esterification reactions to graft alkyne groups. John Wiley and Sons Inc. 2017-02-28 /pmc/articles/PMC5390797/ /pubmed/28413757 http://dx.doi.org/10.1002/open.201600170 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Desmecht, Antonin
Hermans, Sophie
Riant, Olivier
Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title_full Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title_fullStr Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title_full_unstemmed Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title_short Versatile Two‐Step Functionalization of Nanocarbons: Grafting of Propargylic Groups and Click Post‐Functionalization
title_sort versatile two‐step functionalization of nanocarbons: grafting of propargylic groups and click post‐functionalization
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5390797/
https://www.ncbi.nlm.nih.gov/pubmed/28413757
http://dx.doi.org/10.1002/open.201600170
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