Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition

A facile, single-step, [4+2] Diels–Alder cycloaddition reaction for the surface functionalization of single-walled carbon nanotubes (SWNTs) with end-capped polystyrene chains is presented. The thermal cycloaddition reaction took place at high temperature (~230 °C) without any catalyst between the &l...

Full description

Bibliographic Details
Main Authors: Maria-Malvina Sathouraki, Christos Pantazidis, Emmanouil Mygiakis, Apostolos Avgeropoulos, Georgios Sakellariou
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/13/7/1169
id doaj-fa5d891fb95743e09a22cb584f666ba4
record_format Article
spelling doaj-fa5d891fb95743e09a22cb584f666ba42021-04-06T23:00:17ZengMDPI AGPolymers2073-43602021-04-01131169116910.3390/polym13071169Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder CycloadditionMaria-Malvina Sathouraki0Christos Pantazidis1Emmanouil Mygiakis2Apostolos Avgeropoulos3Georgios Sakellariou4Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceDepartment of Materials Science and Engineering, University of Ioannina, 45110 Ioannina, GreeceDepartment of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceA facile, single-step, [4+2] Diels–Alder cycloaddition reaction for the surface functionalization of single-walled carbon nanotubes (SWNTs) with end-capped polystyrene chains is presented. The thermal cycloaddition reaction took place at high temperature (~230 °C) without any catalyst between the <i>sp</i><sup>2</sup> network of carbon nanotubes, which acted as dienophile, and the diphenylethylene cyclobutene (DPE-CB) terminal group of the polystyrene chain. Anionic polymerization was employed for the synthesis of the polystyrene macromolecule, and successful and quantitative end-capping reaction with the DPE-CB molecule was confirmed by matrix-assisted laser desorption/ionization time of flight mass spectroscopy. Thermogravimetric analysis revealed the wt % of the grafted macromolecule on the CNT surface as well as the grafting density of the polymer chains on the SWNTs (0.027 chains nm<sup>−2</sup>). Direct evidence for the surface functionalization and the presence of thin polystyrene film was obtained by transmission electron microscopy (TEM) and by atomic force microscopy (AFM).https://www.mdpi.com/2073-4360/13/7/1169single-walled carbon nanotubes[4+2] Diels–Alder cycloadditionsurface functionalizationanionic polymerization
collection DOAJ
language English
format Article
sources DOAJ
author Maria-Malvina Sathouraki
Christos Pantazidis
Emmanouil Mygiakis
Apostolos Avgeropoulos
Georgios Sakellariou
spellingShingle Maria-Malvina Sathouraki
Christos Pantazidis
Emmanouil Mygiakis
Apostolos Avgeropoulos
Georgios Sakellariou
Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
Polymers
single-walled carbon nanotubes
[4+2] Diels–Alder cycloaddition
surface functionalization
anionic polymerization
author_facet Maria-Malvina Sathouraki
Christos Pantazidis
Emmanouil Mygiakis
Apostolos Avgeropoulos
Georgios Sakellariou
author_sort Maria-Malvina Sathouraki
title Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
title_short Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
title_full Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
title_fullStr Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
title_full_unstemmed Functionalization of Single-Walled Carbon Nanotubes with End-Capped Polystyrene via a Single-Step Diels–Alder Cycloaddition
title_sort functionalization of single-walled carbon nanotubes with end-capped polystyrene via a single-step diels–alder cycloaddition
publisher MDPI AG
series Polymers
issn 2073-4360
publishDate 2021-04-01
description A facile, single-step, [4+2] Diels–Alder cycloaddition reaction for the surface functionalization of single-walled carbon nanotubes (SWNTs) with end-capped polystyrene chains is presented. The thermal cycloaddition reaction took place at high temperature (~230 °C) without any catalyst between the <i>sp</i><sup>2</sup> network of carbon nanotubes, which acted as dienophile, and the diphenylethylene cyclobutene (DPE-CB) terminal group of the polystyrene chain. Anionic polymerization was employed for the synthesis of the polystyrene macromolecule, and successful and quantitative end-capping reaction with the DPE-CB molecule was confirmed by matrix-assisted laser desorption/ionization time of flight mass spectroscopy. Thermogravimetric analysis revealed the wt % of the grafted macromolecule on the CNT surface as well as the grafting density of the polymer chains on the SWNTs (0.027 chains nm<sup>−2</sup>). Direct evidence for the surface functionalization and the presence of thin polystyrene film was obtained by transmission electron microscopy (TEM) and by atomic force microscopy (AFM).
topic single-walled carbon nanotubes
[4+2] Diels–Alder cycloaddition
surface functionalization
anionic polymerization
url https://www.mdpi.com/2073-4360/13/7/1169
work_keys_str_mv AT mariamalvinasathouraki functionalizationofsinglewalledcarbonnanotubeswithendcappedpolystyreneviaasinglestepdielsaldercycloaddition
AT christospantazidis functionalizationofsinglewalledcarbonnanotubeswithendcappedpolystyreneviaasinglestepdielsaldercycloaddition
AT emmanouilmygiakis functionalizationofsinglewalledcarbonnanotubeswithendcappedpolystyreneviaasinglestepdielsaldercycloaddition
AT apostolosavgeropoulos functionalizationofsinglewalledcarbonnanotubeswithendcappedpolystyreneviaasinglestepdielsaldercycloaddition
AT georgiossakellariou functionalizationofsinglewalledcarbonnanotubeswithendcappedpolystyreneviaasinglestepdielsaldercycloaddition
_version_ 1721537283146907648