Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification

Copolymers with two distinguished reactive repeating units are of great interest, as such copolymers might open the possibility of obtaining selective and/or consequent copolymers with different chemical structures and properties. In the present work, copolymers based on two active esters (pentafluo...

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Main Authors: Thi Phuong Thu Nguyen, Nadine Barroca-Aubry, Caroline Aymes-Chodur, Diana Dragoe, Gaëlle Pembouong, Philippe Roger
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/20/6827
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author Thi Phuong Thu Nguyen
Nadine Barroca-Aubry
Caroline Aymes-Chodur
Diana Dragoe
Gaëlle Pembouong
Philippe Roger
author_facet Thi Phuong Thu Nguyen
Nadine Barroca-Aubry
Caroline Aymes-Chodur
Diana Dragoe
Gaëlle Pembouong
Philippe Roger
author_sort Thi Phuong Thu Nguyen
collection DOAJ
description Copolymers with two distinguished reactive repeating units are of great interest, as such copolymers might open the possibility of obtaining selective and/or consequent copolymers with different chemical structures and properties. In the present work, copolymers based on two active esters (pentafluorophenyl methacrylate and <i>p</i>-nitrophenyl methacrylate) with varied compositions were synthesized by Cu(0)-mediated reversible deactivation radical polymerization. This polymerization technique allows the preparation of copolymers with high to quantitative conversion of both comonomers, with moderate control over dispersity (<i>Đ</i> = 1.3–1.7). Additionally, by in-depth study on the composition of each copolymer by various techniques including elemental analysis, NMR, FT-IR, and XPS, it was possible to confirm the coherence between expected and obtained composition. Thermal analyses by DSC and TGA were implemented to investigate the relation between copolymers’ composition and their thermal properties. Finally, an evaluation of the difference in reactivity of the two monomer moieties was confirmed by post-modification of copolymers with a primary amine and a primary alcohol as the model.
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spelling doaj.art-694ad01c6fd944ec951edba19f0f1eb42023-11-24T01:31:49ZengMDPI AGMolecules1420-30492022-10-012720682710.3390/molecules27206827Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-ModificationThi Phuong Thu Nguyen0Nadine Barroca-Aubry1Caroline Aymes-Chodur2Diana Dragoe3Gaëlle Pembouong4Philippe Roger5Institut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405 Orsay, FranceInstitut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405 Orsay, FranceInstitut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405 Orsay, FranceInstitut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405 Orsay, FranceEquipe Chimie des Polymères, Institut Parisien de Chimie Moléculaire, Sorbonne Université, CNRS, 4 Place Jussieu, 75005 Paris, FranceInstitut de Chimie Moléculaire et des Matériaux d’Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405 Orsay, FranceCopolymers with two distinguished reactive repeating units are of great interest, as such copolymers might open the possibility of obtaining selective and/or consequent copolymers with different chemical structures and properties. In the present work, copolymers based on two active esters (pentafluorophenyl methacrylate and <i>p</i>-nitrophenyl methacrylate) with varied compositions were synthesized by Cu(0)-mediated reversible deactivation radical polymerization. This polymerization technique allows the preparation of copolymers with high to quantitative conversion of both comonomers, with moderate control over dispersity (<i>Đ</i> = 1.3–1.7). Additionally, by in-depth study on the composition of each copolymer by various techniques including elemental analysis, NMR, FT-IR, and XPS, it was possible to confirm the coherence between expected and obtained composition. Thermal analyses by DSC and TGA were implemented to investigate the relation between copolymers’ composition and their thermal properties. Finally, an evaluation of the difference in reactivity of the two monomer moieties was confirmed by post-modification of copolymers with a primary amine and a primary alcohol as the model.https://www.mdpi.com/1420-3049/27/20/6827copolymerizationRDRPthermal propertiesreactivitypost-modificationmethacrylate derivatives
spellingShingle Thi Phuong Thu Nguyen
Nadine Barroca-Aubry
Caroline Aymes-Chodur
Diana Dragoe
Gaëlle Pembouong
Philippe Roger
Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
Molecules
copolymerization
RDRP
thermal properties
reactivity
post-modification
methacrylate derivatives
title Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
title_full Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
title_fullStr Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
title_full_unstemmed Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
title_short Copolymers Derived from Two Active Esters: Synthesis, Characterization, Thermal Properties, and Reactivity in Post-Modification
title_sort copolymers derived from two active esters synthesis characterization thermal properties and reactivity in post modification
topic copolymerization
RDRP
thermal properties
reactivity
post-modification
methacrylate derivatives
url https://www.mdpi.com/1420-3049/27/20/6827
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