Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships

Multifunctional bio-based epoxy resin (PEMPAE) was synthesized by reacting Diels-Alder adduct of gum rosin and maleic anhydride (MPA) with pentaerythritol to get the esterified product (PEMPA) which was further epoxidized using epichlorohydrin and potassium hydroxide. This paper includes the synthes...

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Main Authors: T. Thakur, S. Jaswal, S. Parihar, B. Gaur, A. S. Singha
Format: Article
Language:English
Published: Budapest University of Technology 2020-06-01
Series:eXPRESS Polymer Letters
Subjects:
Online Access:http://www.expresspolymlett.com/letolt.php?file=EPL-0010249&mi=cd
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author T. Thakur
S. Jaswal
S. Parihar
B. Gaur
A. S. Singha
author_facet T. Thakur
S. Jaswal
S. Parihar
B. Gaur
A. S. Singha
author_sort T. Thakur
collection DOAJ
description Multifunctional bio-based epoxy resin (PEMPAE) was synthesized by reacting Diels-Alder adduct of gum rosin and maleic anhydride (MPA) with pentaerythritol to get the esterified product (PEMPA) which was further epoxidized using epichlorohydrin and potassium hydroxide. This paper includes the synthesis of bio-based imidoamine curing agent (IAEDK) by reacting diamino diphenyl ether (DDE) with dimaleopimaryl ketone (DMPK), a dehydrodecarboxylated derivative of MPA. The synthesized products were characterized by Fourier transform infrared Spectroscopy (FTIR), proton and 13C nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR). Curing dynamics of rosin-based epoxy cured with rosinbased imidoamine crosslinker were evaluated using differential scanning calorimetry (DSC) and were compared with resin cured with synthesized DMPK and commercial DDE curing agents. The mechanical properties and thermal stability of the cured epoxy samples were evaluated using a universal testing machine (UTM) and thermogravimetric analyzer (TGA), respectively. The chemical resistance of the samples was determined in terms of % weight loss when immersed in NaOH, HCl and NaCl solutions. The morphological changes were also evaluated via scanning electron microscopy (SEM). Results revealed that rosin-based epoxy cured with imidoamine curing agent gave preeminent properties over the commercial one. The studies suggested that curing properties were greatly affected by the molecular topology and kind of curing agent used.
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spelling doaj.art-c5ef561085ad4be2a033f383a54bc0782022-12-22T03:25:26ZengBudapest University of TechnologyeXPRESS Polymer Letters1788-618X2020-06-0114651252910.3144/expresspolymlett.2020.42Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationshipsT. ThakurS. JaswalS. PariharB. GaurA. S. SinghaMultifunctional bio-based epoxy resin (PEMPAE) was synthesized by reacting Diels-Alder adduct of gum rosin and maleic anhydride (MPA) with pentaerythritol to get the esterified product (PEMPA) which was further epoxidized using epichlorohydrin and potassium hydroxide. This paper includes the synthesis of bio-based imidoamine curing agent (IAEDK) by reacting diamino diphenyl ether (DDE) with dimaleopimaryl ketone (DMPK), a dehydrodecarboxylated derivative of MPA. The synthesized products were characterized by Fourier transform infrared Spectroscopy (FTIR), proton and 13C nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR). Curing dynamics of rosin-based epoxy cured with rosinbased imidoamine crosslinker were evaluated using differential scanning calorimetry (DSC) and were compared with resin cured with synthesized DMPK and commercial DDE curing agents. The mechanical properties and thermal stability of the cured epoxy samples were evaluated using a universal testing machine (UTM) and thermogravimetric analyzer (TGA), respectively. The chemical resistance of the samples was determined in terms of % weight loss when immersed in NaOH, HCl and NaCl solutions. The morphological changes were also evaluated via scanning electron microscopy (SEM). Results revealed that rosin-based epoxy cured with imidoamine curing agent gave preeminent properties over the commercial one. The studies suggested that curing properties were greatly affected by the molecular topology and kind of curing agent used.http://www.expresspolymlett.com/letolt.php?file=EPL-0010249&mi=cdthermosetting resinsrosinbio-based epoxyimidoamine curing agentthermal properties
spellingShingle T. Thakur
S. Jaswal
S. Parihar
B. Gaur
A. S. Singha
Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
eXPRESS Polymer Letters
thermosetting resins
rosin
bio-based epoxy
imidoamine curing agent
thermal properties
title Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
title_full Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
title_fullStr Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
title_full_unstemmed Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
title_short Bio-based epoxy thermosets with rosin derived imidoamine curing agents and their structure-property relationships
title_sort bio based epoxy thermosets with rosin derived imidoamine curing agents and their structure property relationships
topic thermosetting resins
rosin
bio-based epoxy
imidoamine curing agent
thermal properties
url http://www.expresspolymlett.com/letolt.php?file=EPL-0010249&mi=cd
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AT sjaswal biobasedepoxythermosetswithrosinderivedimidoaminecuringagentsandtheirstructurepropertyrelationships
AT sparihar biobasedepoxythermosetswithrosinderivedimidoaminecuringagentsandtheirstructurepropertyrelationships
AT bgaur biobasedepoxythermosetswithrosinderivedimidoaminecuringagentsandtheirstructurepropertyrelationships
AT assingha biobasedepoxythermosetswithrosinderivedimidoaminecuringagentsandtheirstructurepropertyrelationships