New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA

By employing a variation of the polyamidation method using in situ silylated diamines and acid chlorides, it was possible to obtain a rod-type polyamide: poly(<i>p</i>-phenylene terephthalamide) (PPTA, a polymer used in the high-value-added material Kevlar), with a molecular weight much...

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Main Authors: Guiomar Hernández, Sergio Ferrero, Helmut Reinecke, Camino Bartolomé, Jesús M. Martinez-Ilarduya, Cristina Álvarez, Ángel E. Lozano
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/24/3/2734
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author Guiomar Hernández
Sergio Ferrero
Helmut Reinecke
Camino Bartolomé
Jesús M. Martinez-Ilarduya
Cristina Álvarez
Ángel E. Lozano
author_facet Guiomar Hernández
Sergio Ferrero
Helmut Reinecke
Camino Bartolomé
Jesús M. Martinez-Ilarduya
Cristina Álvarez
Ángel E. Lozano
author_sort Guiomar Hernández
collection DOAJ
description By employing a variation of the polyamidation method using in situ silylated diamines and acid chlorides, it was possible to obtain a rod-type polyamide: poly(<i>p</i>-phenylene terephthalamide) (PPTA, a polymer used in the high-value-added material Kevlar), with a molecular weight much higher than that obtained with the classical and industrial polyamidation method. The optimization of the method has consisted of using, together with the silylating agent, a mixture of pyridine and a high-pKa tertiary amine. The research was complemented by a combination of nuclear magnetic resonance and molecular simulation studies, which determined that the improvements in molecular weight derive mainly from the formation of silylamide groups in the growing polymer.
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spelling doaj.art-597683b648ed429ea82bbf24742700452023-11-16T17:01:32ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-02-01243273410.3390/ijms24032734New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTAGuiomar Hernández0Sergio Ferrero1Helmut Reinecke2Camino Bartolomé3Jesús M. Martinez-Ilarduya4Cristina Álvarez5Ángel E. Lozano6Instituto de Ciencia y Tecnología de Polímeros, ICTP-CSIC, E-28006 Madrid, SpainIU CINQUIMA, Universidad de Valladolid, E-47011 Valladolid, SpainInstituto de Ciencia y Tecnología de Polímeros, ICTP-CSIC, E-28006 Madrid, SpainIU CINQUIMA, Universidad de Valladolid, E-47011 Valladolid, SpainIU CINQUIMA, Universidad de Valladolid, E-47011 Valladolid, SpainInstituto de Ciencia y Tecnología de Polímeros, ICTP-CSIC, E-28006 Madrid, SpainInstituto de Ciencia y Tecnología de Polímeros, ICTP-CSIC, E-28006 Madrid, SpainBy employing a variation of the polyamidation method using in situ silylated diamines and acid chlorides, it was possible to obtain a rod-type polyamide: poly(<i>p</i>-phenylene terephthalamide) (PPTA, a polymer used in the high-value-added material Kevlar), with a molecular weight much higher than that obtained with the classical and industrial polyamidation method. The optimization of the method has consisted of using, together with the silylating agent, a mixture of pyridine and a high-pKa tertiary amine. The research was complemented by a combination of nuclear magnetic resonance and molecular simulation studies, which determined that the improvements in molecular weight derive mainly from the formation of silylamide groups in the growing polymer.https://www.mdpi.com/1422-0067/24/3/2734polyamidationin situ silylationpoly(<i>p</i>-phenylene terephthalamide) (PPTA)KevlarNMRDFT molecular simulation
spellingShingle Guiomar Hernández
Sergio Ferrero
Helmut Reinecke
Camino Bartolomé
Jesús M. Martinez-Ilarduya
Cristina Álvarez
Ángel E. Lozano
New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
International Journal of Molecular Sciences
polyamidation
in situ silylation
poly(<i>p</i>-phenylene terephthalamide) (PPTA)
Kevlar
NMR
DFT molecular simulation
title New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
title_full New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
title_fullStr New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
title_full_unstemmed New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
title_short New Insights in the Synthesis of High-Molecular-Weight Aromatic Polyamides-Improved Synthesis of Rod-like PPTA
title_sort new insights in the synthesis of high molecular weight aromatic polyamides improved synthesis of rod like ppta
topic polyamidation
in situ silylation
poly(<i>p</i>-phenylene terephthalamide) (PPTA)
Kevlar
NMR
DFT molecular simulation
url https://www.mdpi.com/1422-0067/24/3/2734
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