Aromatic tetra-glycidyl ether versus tetra-glycidyl amine epoxy networks: Influence of monomer structure and epoxide conversion

Samuel Swan, Claudia Creighton, James M. Griffin, Bekim V Gashi, Russell J. Varley

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    10 Citations (Scopus)
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    Abstract

    In this work, two epoxy resins, bis(2,7 glycidyl ether naphthalenediol) methane (NNE), tetraglycidyl diaminodiphenylmethane (TGDDM) and a miscible blend of the two are cured with 4,4′-diaminodiphenylsulfone (DDS) to investigate the differences between glycidyl ether and glycidyl amine crosslinked networks. This work explores in depth, and directly compares for the first time, the structure/property relationships of a highly aromatic and thermally stable glycidyl ether epoxy network with a well-known highly aromatic and thermally stable glycidyl amine epoxy network. The highly aromatic naphthalene motif of NNE imparts improved thermal stability and a significantly higher glass transition temperature, above 340 °C depending on the measurement technique. However, it also produces comparatively lower epoxide conversion, higher moisture ingress and lower flexural properties. These properties are attributed to the NNE having higher free volume and glassy state mobility as suggested by the sub-ambient β relaxations. The glycidyl ether groups react primarily via epoxide amino addition displaying only very minor evidence of homopolymerisation or other side reactions even at 240 °C. This contrasts with the glycidyl amine groups of TGDDM which exhibit a much higher degree of non-epoxy amine addition. Increasing cure conversion also increases the glass transition temperature, fracture toughness and reduced coefficient of thermal expansion. Overall, the results show that despite some reduced mechanical and thermal properties the NNE epoxy resin system is a very thermally stable high temperature epoxy resin based upon glycidyl ether functional groups suitable for a wide range of new applications.
    Original languageEnglish
    Article number124401
    Number of pages11
    JournalPolymer
    Volume239
    Early online date29 Nov 2021
    DOIs
    Publication statusPublished - 17 Jan 2022

    Bibliographical note

    © 2022, Elsevier. Licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/

    Copyright © and Moral Rights are retained by the author(s) and/ or other copyright owners. A copy can be downloaded for personal non-commercial research or study, without prior permission or charge. This item cannot be reproduced or quoted extensively from without first obtaining permission in writing from the copyright holder(s). The content must not be changed in any way or sold commercially in any format or medium without the formal permission of the copyright holders.

    This document is the author’s post-print version, incorporating any revisions agreed during the peer-review process. Some differences between the published version and this version may remain and you are advised to consult the published version if you wish to cite from it.

    Keywords

    • epoxy resins
    • Structure-property relations
    • Thermal stability
    • Moisture ingress

    ASJC Scopus subject areas

    • Materials Science(all)

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