Biorenewable thermosetting copolymer based on soybean oil and eugenol

Liu, Kunwei; Madbouly, Samy A.; Kessler, Michael R.

doi:10.1016/j.eurpolymj.2015.05.021

Cited by 87 publications

(50 citation statements)

References 52 publications

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“…It is possible to obtain biobased epoxy resins with different approaches. In the last years, many investigations have been developed and characterized in the field of epoxy resins from vegetable oils such as epoxidized linseed oil (ELO) [13][14][15][16][17], modified soybean oil [15,16,[18][19][20][21][22][23][24] and other less known oils such as those derived from microalgal oil [25], jatropha oil [26], 407 Properties of biobased epoxy resins from epoxidized linseed oil (ELO) crosslinked with a mixture of cyclic anhydride and maleinized linseed oil M. D. Samper * , J. M. Ferri, A. Carbonell-Verdu, R. Balart, O. Fenollar Instituto de Tecnología de Materiales (ITM), Universitat Politècnica de València (UPV), Plaza Ferrándiz y Carbonell 1, 03801 Alcoy (Alicante), Spain karanja oil [27], tung oil [28], cottonseed oil [29] or hemp oil [30].…”

Section: Introductionmentioning

confidence: 99%

Properties of biobased epoxy resins from epoxidized linseed oil (ELO) crosslinked with a mixture of cyclic anhydride and maleinized linseed oil

Samper¹,

Ferri²,

Carbonell‐Verdu³

et al. 2019

Express Polym. Lett.

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This works aims at the development thermosetting resins derived from epoxidized linseed oil (ELO) of high biobased content, by using a mixture of crosslinking agents, i.e. methyl nadic anhydride (MNA) and maleinized linseed oil (MLO). By using only MNA as crosslinking agent, the obtained resins are characterized by high stiffness and, consequently, high fragility. When MLO content increasing in the crosslinking mixture, up to 25 wt%, a decrease in mechanical resistant and thermomechanical is detected, thus indicating that MLO can provide flexibility to ELO-based thermosetting resins which is an interesting issue to obtain tailored properties by selecting the appropriate mixture composition. In general, the thermosetting resin crosslinked with 10 wt% MLO and 40 wt% MNA gives balanced properties together with noticeable biobased content, thus broadening the potential of these materials for uses in green composites and coatings.

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Section: Introductionmentioning

confidence: 99%

Properties of biobased epoxy resins from epoxidized linseed oil (ELO) crosslinked with a mixture of cyclic anhydride and maleinized linseed oil

Samper¹,

Ferri²,

Carbonell‐Verdu³

et al. 2019

Express Polym. Lett.

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“…Among them, ME, prepared by incorporation of a polymerizable methacrylate group to eugenol, shows promising potential for use as a co‐monomer replacement for styrene in VE resins because both methacrylate groups and allyl groups can participate in free radical polymerization. In our previous work, it was demonstrated that ME is an effective co‐monomer in an acrylated epoxidized soybean oil (AESO) resin . However, AESO resin still has not been commercially mass produced.…”

Section: Introductionmentioning

confidence: 99%

High‐performance thermosets with tailored properties derived from methacrylated eugenol and epoxy‐based vinyl ester

Zhang

Thakur

et al. 2018

Polymer International

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A renewable chemical, eugenol, is methacrylated to produce methacrylated eugenol (ME) employing the Steglich esterification reaction without any solvent. The resulting ME is used as a low‐viscosity co‐monomer to replace styrene in a commercial epoxy‐based vinyl ester resin (VE). The volatility and viscosity of ME and styrene are compared. The effect of ME loading and temperature on the viscosity of the VE–ME resin is investigated. Moreover, the thermomechanical properties, curing extent and thermal stability of the fully cured VE–ME thermosets are systematically examined. The results indicate that ME is a monomer with low volatility and low viscosity, and therefore the incorporation of ME monomer in VE resins allows significant reduction of viscosity. Moreover, the viscosity of the VE–ME resin can be tailored by adjusting the ME loadings and processing temperature to meet commercial liquid molding technology requirements. The glass transition temperatures of VE–ME thermosets range from 139 to 199 °C. In addition, more than 95% of the monomer is incorporated and fixed in the crosslinked network structure of VE–ME thermosets. Overall, the developed ME monomer exhibits promising potential for replacing styrene as an effective low‐viscosity co‐monomer. The VE–ME resins show great advantages for use in polymer matrices for high‐performance fiber‐reinforced composites. This work is of great significance to the vinyl ester industry by providing detailed experimental support. © 2018 Society of Chemical Industry

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“…The possibility of obtaining materials with different properties using vegetable oil‐based polymers, as well as the ability of these materials to modify the properties of conventional polymers mean that they have an important role to play in polymer chemistry . Properties as low eco‐toxicity, biodegradability, biocompatibility and low cost of production, contribute for the rising of vegetable oils and derivatives in several areas such as paints and coatings, adhesives, and even biomedical applications …”

Section: Introductionmentioning

confidence: 99%

Bio-based copolymers obtained through miniemulsion copolymerization of methyl esters of acrylated fatty acids and styrene

Medeiros

Machado

Rubim

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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Polymers based on renewable sources are promising materials, and can find many uses in coatings and adhesive applications. The goal of this work was to synthesize and characterize bio‐based styrene/acrylated fatty acid methyl ester (AFAME) copolymer—poly(styrene‐co‐AFAME) prepared by miniemulsion polymerization. The main strategy adopted was to functionalize the bio‐monomer with acrylic acid that was confirmed by 1H NMR and FTIR measurements, to allow its free‐radical homo‐ or copolymerization with styrene. Poly(styrene‐co‐AFAME) with different AFAME content were obtained and their composition were evaluated by 1H NMR. Dynamic light scattering measurements throughout the reactions have indicated a very stable colloidal systems and average particles size ranges 100–150 nm. The structural and physical properties of poly(styrene‐co‐AFAME) were investigated by DTG‐DTA, DSC which displayed a decreasing of glass transition temperature with increase of AFAME content. The results showed in this study have indicated that the poly(styrene‐co‐AFAME) can be used in several fields because their characteristics are totally distinct. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 1422–1432

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Biorenewable thermosetting copolymer based on soybean oil and eugenol

Cited by 87 publications

References 52 publications

Properties of biobased epoxy resins from epoxidized linseed oil (ELO) crosslinked with a mixture of cyclic anhydride and maleinized linseed oil

Properties of biobased epoxy resins from epoxidized linseed oil (ELO) crosslinked with a mixture of cyclic anhydride and maleinized linseed oil

High‐performance thermosets with tailored properties derived from methacrylated eugenol and epoxy‐based vinyl ester

Bio-based copolymers obtained through miniemulsion copolymerization of methyl esters of acrylated fatty acids and styrene

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