Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles

We report herein on a new platform for synthesizing stable, inert, and dispersible metal-free single-chain nanoparticles (SCNPs) via intramolecular metal-traceless azide–alkyne click chemistry. It is well known that SCNPs synthesized via Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) often exper...

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Main Authors: Agustín Blázquez-Martín, Ainara Ruiz-Bardillo, Ester Verde-Sesto, Amaia Iturrospe, Arantxa Arbe, José A. Pomposo
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Nanomaterials
Subjects:
Online Access:https://www.mdpi.com/2079-4991/13/8/1394
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author Agustín Blázquez-Martín
Ainara Ruiz-Bardillo
Ester Verde-Sesto
Amaia Iturrospe
Arantxa Arbe
José A. Pomposo
author_facet Agustín Blázquez-Martín
Ainara Ruiz-Bardillo
Ester Verde-Sesto
Amaia Iturrospe
Arantxa Arbe
José A. Pomposo
author_sort Agustín Blázquez-Martín
collection DOAJ
description We report herein on a new platform for synthesizing stable, inert, and dispersible metal-free single-chain nanoparticles (SCNPs) via intramolecular metal-traceless azide–alkyne click chemistry. It is well known that SCNPs synthesized via Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) often experience metal-induced aggregation issues during storage. Moreover, the presence of metal traces limits its use in a number of potential applications. To address these problems, we selected a bifunctional cross-linker molecule, <i>sym</i>-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD). DIBOD has two highly strained alkyne bonds that allow for the synthesis of metal-free SCNPs. We demonstrate the utility of this new approach by synthesizing metal-free polystyrene (PS)-SCNPs without significant aggregation issues during storage, as demonstrated by small-angle X-ray scattering (SAXS) experiments. Notably, this method paves the way for the synthesis of long-term-dispersible, metal-free SCNPs from potentially any polymer precursor decorated with azide functional groups.
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spelling doaj.art-ffe983d8792549418989b2fbbf6d31702023-11-17T20:43:51ZengMDPI AGNanomaterials2079-49912023-04-01138139410.3390/nano13081394Toward Long-Term-Dispersible, Metal-Free Single-Chain NanoparticlesAgustín Blázquez-Martín0Ainara Ruiz-Bardillo1Ester Verde-Sesto2Amaia Iturrospe3Arantxa Arbe4José A. Pomposo5Centro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainCentro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainCentro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainCentro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainCentro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainCentro de Física de Materiales (CSIC, UPV/EHU)-Materials Physics Center (MPC), 20018 Donostia-San Sebastián, SpainWe report herein on a new platform for synthesizing stable, inert, and dispersible metal-free single-chain nanoparticles (SCNPs) via intramolecular metal-traceless azide–alkyne click chemistry. It is well known that SCNPs synthesized via Cu(I)-catalyzed azide–alkyne cycloaddition (CuAAC) often experience metal-induced aggregation issues during storage. Moreover, the presence of metal traces limits its use in a number of potential applications. To address these problems, we selected a bifunctional cross-linker molecule, <i>sym</i>-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD). DIBOD has two highly strained alkyne bonds that allow for the synthesis of metal-free SCNPs. We demonstrate the utility of this new approach by synthesizing metal-free polystyrene (PS)-SCNPs without significant aggregation issues during storage, as demonstrated by small-angle X-ray scattering (SAXS) experiments. Notably, this method paves the way for the synthesis of long-term-dispersible, metal-free SCNPs from potentially any polymer precursor decorated with azide functional groups.https://www.mdpi.com/2079-4991/13/8/1394single-chain nanoparticles (SCNPs)metal-free click chemistryintramolecular cross-linking<i>sym</i>-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD)strain-promoted azide−alkyne cycloaddition (SPAAC)
spellingShingle Agustín Blázquez-Martín
Ainara Ruiz-Bardillo
Ester Verde-Sesto
Amaia Iturrospe
Arantxa Arbe
José A. Pomposo
Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
Nanomaterials
single-chain nanoparticles (SCNPs)
metal-free click chemistry
intramolecular cross-linking
<i>sym</i>-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD)
strain-promoted azide−alkyne cycloaddition (SPAAC)
title Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
title_full Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
title_fullStr Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
title_full_unstemmed Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
title_short Toward Long-Term-Dispersible, Metal-Free Single-Chain Nanoparticles
title_sort toward long term dispersible metal free single chain nanoparticles
topic single-chain nanoparticles (SCNPs)
metal-free click chemistry
intramolecular cross-linking
<i>sym</i>-dibenzo-1,5-cyclooctadiene-3,7-diyne (DIBOD)
strain-promoted azide−alkyne cycloaddition (SPAAC)
url https://www.mdpi.com/2079-4991/13/8/1394
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AT amaiaiturrospe towardlongtermdispersiblemetalfreesinglechainnanoparticles
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