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Polymer Bulletin

Erschienen in:

13.06.2023 | ORIGINAL PAPER

Synthesis of reactive polyamide bearing vinylcyclopropane moieties in the main chain and its cross-linking reaction

verfasst von: Shusuke Okamoto, Atsushi Sudo, Takeshi Endo

Erschienen in: Polymer Bulletin | Ausgabe 4/2024

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Abstract

A new polyamide bearing vinylcyclopropane (VCP) moieties in the main chain was synthesized from a diamine bearing a VCP moiety. Thermal properties of the resulting polyamide were evaluated by thermogravimetry (TG) and differential scanning calorimetry. TG clarified that the polyamide was much more heat resistant than that of the analogous linear polyurea reported previously, implying that the VCP moieties in the polyamide underwent thermally induced ring-opening reaction to enable cross-linking of the polyamide. The polyamide was cross-linked also by ring-opening reaction triggered by addition of thiyl radical to the vinyl group, demonstrating the usefulness of VCP structure for designing cross-linkable polymers.

Graphical abstract

Polycondensation of diamine bearing a vinylcyclopropane moiety with an acid dichloride proceeded smoothly, affording a novel reactive polyamide bearing vinylcyclopropane moieties in the main chain. The synthesized linear polyamide exhibited much higher thermal resistance compared to the analogous linear polyurea. In addition, the linear polymer underwent cross-linking reaction with a dithiol via ring-opening reactions to produce a cross-linked polymer, suggesting that the introduction of vinylcyclopropane moiety into polymer structure enable an application for polymer reactions.

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Titel: Synthesis of reactive polyamide bearing vinylcyclopropane moieties in the main chain and its cross-linking reaction
verfasst von: Shusuke Okamoto
Atsushi Sudo
Takeshi Endo
Publikationsdatum: 13.06.2023
Verlag: Springer Berlin Heidelberg
Erschienen in: Polymer Bulletin / Ausgabe 4/2024
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI: https://doi.org/10.1007/s00289-023-04881-8

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Abstract

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