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Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks

Pioneered by J. Pinson and coll. in 1990s, the reductive grafting of aryldiazonium salts has become a powerful method for surface functionalization. Highly robust interfaces result from this surface attachment, resistant to heat, chemical degradation and ultrasonication. Importantly, this approach c...

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Autores principales: Mattiuzzi, Alice, Lenne, Quentin, Carvalho Padilha, Janine, Troian-Gautier, Ludovic, Leroux, Yann R., Jabin, Ivan, Lagrost, Corinne
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7381217/
https://www.ncbi.nlm.nih.gov/pubmed/32766206
http://dx.doi.org/10.3389/fchem.2020.00559
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author Mattiuzzi, Alice
Lenne, Quentin
Carvalho Padilha, Janine
Troian-Gautier, Ludovic
Leroux, Yann R.
Jabin, Ivan
Lagrost, Corinne
author_facet Mattiuzzi, Alice
Lenne, Quentin
Carvalho Padilha, Janine
Troian-Gautier, Ludovic
Leroux, Yann R.
Jabin, Ivan
Lagrost, Corinne
author_sort Mattiuzzi, Alice
collection PubMed
description Pioneered by J. Pinson and coll. in 1990s, the reductive grafting of aryldiazonium salts has become a powerful method for surface functionalization. Highly robust interfaces result from this surface attachment, resistant to heat, chemical degradation and ultrasonication. Importantly, this approach can be applied to many materials, ranging from conducting, semi-conducting, oxides to insulating substrates. In addition, either massive, flat surfaces or nanomaterials can be functionalized. The method is easy to process and fast. The grafting process involves the formation of highly reactive aryl radicals able to attack the substrate. However, the generated radicals can also react with already-grafted aryl species, leading to the formation of loosely-packed polyaryl multilayer films, typically of 10–15 nm thick. It is thus highly challenging to control the vertical extension of the deposited layer and to form well-ordered monolayers from aryldiazonium salts. In this mini review, we briefly describe the different strategies that have been developed to prepare well-ordered monolayers. We especially focus on two strategies successfully used in our laboratories, namely the use of unconventional solvents, i.e., room temperature ionic liquids (RTILs), as grafting media and the use of calixarene macrocycles by taking benefit of their pre-organized structure. These strategies give large possibilities for the structuring of interfaces with the widest choice of materials and highlight the potential of aryldiazonium grafting as a competitive alternative to self-assembled monolayers (SAMs) of alkyl thiols.
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spelling pubmed-73812172020-08-05 Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks Mattiuzzi, Alice Lenne, Quentin Carvalho Padilha, Janine Troian-Gautier, Ludovic Leroux, Yann R. Jabin, Ivan Lagrost, Corinne Front Chem Chemistry Pioneered by J. Pinson and coll. in 1990s, the reductive grafting of aryldiazonium salts has become a powerful method for surface functionalization. Highly robust interfaces result from this surface attachment, resistant to heat, chemical degradation and ultrasonication. Importantly, this approach can be applied to many materials, ranging from conducting, semi-conducting, oxides to insulating substrates. In addition, either massive, flat surfaces or nanomaterials can be functionalized. The method is easy to process and fast. The grafting process involves the formation of highly reactive aryl radicals able to attack the substrate. However, the generated radicals can also react with already-grafted aryl species, leading to the formation of loosely-packed polyaryl multilayer films, typically of 10–15 nm thick. It is thus highly challenging to control the vertical extension of the deposited layer and to form well-ordered monolayers from aryldiazonium salts. In this mini review, we briefly describe the different strategies that have been developed to prepare well-ordered monolayers. We especially focus on two strategies successfully used in our laboratories, namely the use of unconventional solvents, i.e., room temperature ionic liquids (RTILs), as grafting media and the use of calixarene macrocycles by taking benefit of their pre-organized structure. These strategies give large possibilities for the structuring of interfaces with the widest choice of materials and highlight the potential of aryldiazonium grafting as a competitive alternative to self-assembled monolayers (SAMs) of alkyl thiols. Frontiers Media S.A. 2020-07-14 /pmc/articles/PMC7381217/ /pubmed/32766206 http://dx.doi.org/10.3389/fchem.2020.00559 Text en Copyright © 2020 Mattiuzzi, Lenne, Carvalho Padilha, Troian-Gautier, Leroux, Jabin and Lagrost. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Mattiuzzi, Alice
Lenne, Quentin
Carvalho Padilha, Janine
Troian-Gautier, Ludovic
Leroux, Yann R.
Jabin, Ivan
Lagrost, Corinne
Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title_full Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title_fullStr Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title_full_unstemmed Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title_short Strategies for the Formation of Monolayers From Diazonium Salts: Unconventional Grafting Media, Unconventional Building Blocks
title_sort strategies for the formation of monolayers from diazonium salts: unconventional grafting media, unconventional building blocks
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7381217/
https://www.ncbi.nlm.nih.gov/pubmed/32766206
http://dx.doi.org/10.3389/fchem.2020.00559
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