Citation: Marotta, A.; Faggio, N.;
Brondi, C. Curing Kinetics of
Bioderived Furan-Based Epoxy
Resins: Study on the Effect of the
Epoxy Monomer/Hardener Ratio.
Polymers 2022, 14, 5322. https://
doi.org/10.3390/polym14235322
Academic Editor: Pierfrancesco
Cerruti
Received: 1 November 2022
Accepted: 27 November 2022
Published: 5 December 2022
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polymers
Article
Curing Kinetics of Bioderived Furan-Based Epoxy Resins:
Study on the Effect of the Epoxy Monomer/Hardener Ratio
Angela Marotta
1,
* , Noemi Faggio
1,2
and Cosimo Brondi
1
1
Department of Chemical, Materials and Production Engineering, University of Naples Federico II,
Piazzale Vincenzo Tecchio, 80, 80125 Naples, Italy
2
Institute for Polymers, Composites and Biomaterials (IPCB)—CNR, Via Campi Flegrei 34,
80078 Pozzuoli, Italy
* Correspondence: angela.marotta@unina.it
Abstract: The potential of furan-based epoxy thermosets as a greener alternative to diglycidyl ether
of Bisphenol A (DGEBA)-based resins has been demonstrated in recent literature. Therefore, a deep
investigation of the curing behaviour of these systems may allow their use for industrial applications.
In this work, the curing mechanism of 2,5-bis[(oxiran-2-ylmethoxy)methyl]furan (BOMF) with methyl
nadic anhydride (MNA) in the presence of 2-methylimidazole as a catalyst is analyzed. In particular,
three systems characterized by different epoxy/anhydride molar ratios are investigated. The curing
kinetics are studied through differential scanning calorimetry, both in isothermal and non-isothermal
modes. The total heat of reaction of the epoxy resin as well as its activation energy are estimated by the
non-isothermal measurements, while the fitting of isothermal data with Kamal’s autocatalytic model
provides the kinetic parameters. The results are discussed as a function of the resin composition. The
global activation energy for the curing process of BOMF/MNA resins is in the range 72–79 kJ/mol,
depending on both the model used and the sample composition; higher values are experienced by
the system with balanced stoichiometry. By the fitting of the isothermal analysis, it emerged that the
order of reaction is not only dependent on the temperature, but also on the composition, even though
the values range between 0.31 and 1.24.
Keywords: epoxy resins; anhydride curing agent; curing kinetics; calorimetry; bio-based epoxy;
furan-based epoxy
1. Introduction
Epoxy thermoset resins are polymeric materials widely used in the industrial field
thanks to their excellent mechanical and thermal properties, as well as their chemical
resistance [1]. Specific applications require remarkable structural characteristics of epoxy
resins, which in turn are dictated by the nature of the epoxy monomer and hardener, as well
as the network feature developed upon curing [2]. The curing reaction proceeds through
different mechanisms depending on the nature of the crosslinking agent and the catalyst,
as well as on the curing conditions [2].
In particular, the latter have a significant impact on the network structure, and as a
result, the deeper the understanding of the curing mechanism and kinetics of an epoxy
resin, the greater the control on the final properties of the material [3]. Several experimental
techniques and methods are used to assess chemical reaction kinetics, such as Fourier
transform infrared spectroscopy (FTIR) [4,5], nuclear magnetic resonance (NMR) [6,7], and
dynamic mechanical analysis [8,9]. In this sense, one of the most widely used techniques to
identify the kinetic parameters, such as the rate constant, activation energy, and reaction
order, associated with a curing reaction is differential scanning calorimetry (DSC), used [10]
under both isothermal and dynamic conditions [11]. The widespread use of the DSC
technique is due to its higher feasibility compared to FTIR and NMR. In fact, NMR analysis
Polymers 2022, 14, 5322. https://doi.org/10.3390/polym14235322 https://www.mdpi.com/journal/polymers