Fully bio-based reprocessable thermosetting resins based on epoxidized vegetable oils cured with itaconic acid

Mauro, Chiara Di; Genua, Aratz; Mija, Alice

doi:10.1016/j.indcrop.2022.115116

Cited by 28 publications

(20 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Another example, in which itaconic acid as curing agent formed thermosets with EVOs, also reported chemical recyclability. 136 In this context, Soucek and co-workers fabricated thermoset and composites using highly reactive norbornylized variety of vegetable oil epoxides of linseed and soybean oil ring opened by a thermal cationic initiator. 137 However, another environmentally friendly lignocellulosic biomass, sorghum filler, was used instead of other conventional fillers.…”

Section: ■ Epoxidized Vegetable Oils In Thermosets and Compositesmentioning

confidence: 99%

“…Further, a dicarboxylic acid (dithiodibenzoic acid) was used as curing agent with dithiol moieties enabling dynamic reversible bonds under external stimuli like heat and pressure, and later, flax fibers were also used for fabricated biocomposites. Another example, in which itaconic acid as curing agent formed thermosets with EVOs, also reported chemical recyclability . In this context, Soucek and co-workers fabricated thermoset and composites using highly reactive norbornylized variety of vegetable oil epoxides of linseed and soybean oil ring opened by a thermal cationic initiator .…”

Section: Epoxidized Vegetable Oils In Thermosets and Compositesmentioning

confidence: 99%

See 1 more Smart Citation

Enabling Green Manufacture of Polymer Products via Vegetable Oil Epoxides

Thomas

Sancaktar

2023

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

The industrial application of epoxidized vegetable oil is being diversified and commercialized at a rapid pace. It is attributed to its environment friendly nature compared to the synthetic Bisphenol A epoxides which are deemed toxic. However, there are concerns that the incorporation of such epoxidized vegetable oil has an undesirable impact on the main performance properties of tires due to its inherent flexible polymer chain. At the same time, new product innovations and synthesis capabilities can help us develop polymer products in a more sustainable fashion. This review first outlines the inherent challenges, the progress made thus far, and future opportunities for epoxidized vegetable oil derivatives. Next, the main application areas of these epoxides, such as plasticizers, coatings, and composites, are discussed in-depth. Possible design guidelines for surpassing the challenges to equivalent performance are also examined. A meticulous overview of the existing literature is conducted to summarize the recent approaches to epoxidized vegetable oil derivative products with a critical analysis of some of them. This contribution attempts to highlight epoxidized vegetable oil derivatives on the basis of existing challenges, recent research advancements, and their prospective future.

show abstract

Section: ■ Epoxidized Vegetable Oils In Thermosets and Compositesmentioning

confidence: 99%

Section: Epoxidized Vegetable Oils In Thermosets and Compositesmentioning

confidence: 99%

Enabling Green Manufacture of Polymer Products via Vegetable Oil Epoxides

Thomas

Sancaktar

2023

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

show abstract

“…However, common crosslinking agents for epoxy resins are aliphatic and aromatic amines or anhydrides, which are toxic and environmentally unfriendly [ 7 , 18 ]. Several alternatives to standard crosslinking agents have been proposed to date [ 16 , 19 , 20 ]. Citric acid (CA), a naturally occurring compound, holds in its structure three carboxyl groups capable of participating in esterification reactions with the hydroxyl groups of the polymers [ 21 ].…”

Section: Introductionmentioning

confidence: 99%

“…From all epoxidized vegetable oils, epoxidized linseed oil (ELO) is particularly attractive as a precursor for producing bio-based epoxy with increased flexibility and toughness due to its superior reactivity and higher number of epoxy groups in its structure [ 16 ] as compared to other epoxidized vegetable oils, such as the epoxidized soybean oil (ESO) and cottonseed oil. Di Mauro et al synthesized bio-based epoxy resins starting from ESO and ELO, using itaconic acid as crosslinking agents in the absence of any initiator [ 20 ]. For comparison, they also obtained formulations based on a synthetic epoxy resin precursor, i.e., DGEBA and IA as a crosslinker.…”

Section: Introductionmentioning

confidence: 99%

Contribution of the Surface Treatment of Nanofibrillated Cellulose on the Properties of Bio-Based Epoxy Nanocomposites Intended for Flexible Electronics

Frone

Uşurelu

Oprică

et al. 2023

IJMS

View full text Add to dashboard Cite

The growing interest in materials derived from biomass has generated a multitude of solutions for the development of new sustainable materials with low environmental impact. We report here, for the first time, a strategy to obtain bio-based nanocomposites from epoxidized linseed oil (ELO), itaconic acid (IA), and surface-treated nanofibrillated cellulose (NC). The effect of nanofibrillated cellulose functionalized with silane (NC/S) and then grafted with methacrylic acid (NC/SM) on the properties of the resulted bio-based epoxy systems was thoroughly investigated. The differential scanning calorimetry (DSC) results showed that the addition of NCs did not influence the curing process and had a slight impact on the maximum peak temperature. Moreover, the NCs improved the onset degradation temperature of the epoxy-based nanocomposites by more than 30 °C, regardless of their treatment. The most important effect on the mechanical properties of bio-based epoxy nanocomposites, i.e., an increase in the storage modulus by more than 60% at room temperature was observed in the case of NC/SM addition. Therefore, NC’s treatment with silane and methacrylic acid improved the epoxy–nanofiber interface and led to a very good dispersion of the NC/SM in the epoxy network, as observed by the SEM investigation. The dielectric results proved the suitability of the obtained bio-based epoxy/NCs materials as substitutes for petroleum-based thermosets in the fabrication of flexible electronic devices.

show abstract

“…The study of the curing kinetics mechanisms in thermosets is fundamental since it allows understanding the relationship between processing and properties, optimizing the quality of the final product. 12,13 Di Mauro, Genua and Mija 14 reported resins based on epoxidized vegetable oils (EVOs) cured with itaconic acid (IA). The synthetic system DGEBA/IA displayed higher reactivity than EVOs/IA; the copolymerization of EVOs occurred at lower enthalpies.…”

Section: Introductionmentioning

confidence: 99%

Effect of hardener and catalyst contents on curing and degradation of epoxidized soybean oil

Albuquerque

Almeida

Barreto

et al. 2022

J of Applied Polymer Sci

View full text Add to dashboard Cite

Epoxidized soybean oil (ESO) compounds were cured with methyl tetrahydrophthalic anhydride (MTHPA) as hardener and 2,4,6-tris (dimethylaminomethyl) phenol (DEH 35) as catalyst. To figure out MTHPA and DEH 35's influence during curing and degradation, ESO/MTHPA/DEH 35 compounds were investigated using Fourier-Transform Infrared Spectroscopy (FTIR), differential scanning calorimetry (DSC), and thermogravimetry (TG).FTIR spectra of uncured resin showed the secondary interactions among ESO's carbonyl groups with MTHPA and DEH 35's hydroxyls and amines. Curing progress was followed tracking the evolution of reactive groups, that is, epoxy and carbonyl bands and corroborated with released heat of DSC scans. ESO 87:5 and ESO 87:10 compounds cured using higher heating rates presented higher released enthalpy suggesting denser reticulation, and they also displayed lower activation energy E a ð Þ for curing, which was evaluated using the Friedman model. Increasing the hardener and catalysts contents promoted higher thermal stability and lower degradation rates, while higher E a for degradation was verified.

show abstract

Fully bio-based reprocessable thermosetting resins based on epoxidized vegetable oils cured with itaconic acid

Cited by 28 publications

References 35 publications

Enabling Green Manufacture of Polymer Products via Vegetable Oil Epoxides

Enabling Green Manufacture of Polymer Products via Vegetable Oil Epoxides

Contribution of the Surface Treatment of Nanofibrillated Cellulose on the Properties of Bio-Based Epoxy Nanocomposites Intended for Flexible Electronics

Effect of hardener and catalyst contents on curing and degradation of epoxidized soybean oil

Contact Info

Product

Resources

About