Synthesis of a diamine cross-linker containing Diels–Alder adducts to produce self-healing thermosetting epoxy polymer from a widely used epoxy monomer

Bai, Nan; Saito, Kei; Simon, George P.

doi:10.1039/c2py20611k

Cited by 145 publications

(88 citation statements)

References 22 publications

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“…DA‐based techniques possess several advantages over other self‐healing techniques; among these, they are simpler, they can offer multiple temperature induced healing events and there is no need for catalysts or other additional compounds to the parent material that may compromise the structural integrity of the latter. Various self‐healing polymers and composites based on polymers whose molecular structure consists of reversible DA crosslinks have been developed during the last decades …”

Section: Introductionmentioning

confidence: 99%

Healing of carbon fiber reinforced plastics by Diels–Alder based polymers: Effects of healing agent concentration and curing cycle

Κοτρώτσος

Tsokanas

Tsantzalis

et al. 2019

J of Applied Polymer Sci

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Self‐healing resin (Bismaleimide prepolymer, BMI pp) based on Diels–Alder reaction mechanism was integrated into high performance carbon fiber reinforced plastics (CFRPs). Reference and BMI pp modified CFRPs were manufactured by incorporating grains of the self‐healing agent (SHA) in the mid‐thickness interlaminar region through sieving. First, the effect of the SHA concentration on the toughening and healing performance of CFRPs was studied under mode I fracture loading. The SHA was able to enhance the interlaminar fracture toughness of the composite to a certain extent and also to offer a moderate thermally activated healing functionality. Also, the effect of the curing temperature on the same results was studied; it was found the decrease of the curing temperature slightly decreases the fracture toughness while increases the healing efficiency of the composite. Finally, optical microscopy examinations were conducted and three‐point bending tests were utilized to study the in‐plane mechanical properties of the composites. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47478.

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Section: Introductionmentioning

confidence: 99%

Healing of carbon fiber reinforced plastics by Diels–Alder based polymers: Effects of healing agent concentration and curing cycle

Κοτρώτσος

Tsokanas

Tsantzalis

et al. 2019

J of Applied Polymer Sci

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“…Few attempts have been performed to incorporate the D‐A adduct into the crosslinker instead of the epoxy monomer, which is a strategy that could allow to introduce the self‐healing properties to a wide range of commercial epoxies .…”

Section: Introductionmentioning

confidence: 99%

Thermally activated multiple self‐healing diels‐alder epoxy system

Iacono

Martone

Pastore

et al. 2017

Polymer Engineering & Sci

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The introduction of thermo-reversible covalent bonds in the molecular network is a recent approach to prepare self-healing polymers upon a suitable thermal trigger. Among reversible reactions, Diels–Alder (D-A) cycloaddition is an ideal candidate for the synthesis of mendable polymers, such as epoxy resins, with improved operative life. The D-A adduct, referred to as 2Ph2Epo, was synthetized and crosslinked with a mixture of aliphatic and aromatic amines. The resin formulation aimed at reaching a compromise between the mending capability of cured material and its dimensional stability at high temperatures, required during healing cycles. The latter result was achieved by mixing the adduct with commercial DGEBA monomer. The ability of the adduct to give direct D-A and reverse D-A (r D-A) has been verified by FT-IR and rheological analysis on 2Ph2Epo. Mechanical tests were performed for assessing the self-healing efficiency of the crosslinked 2Ph2Epo/DGEBA system. The multiple healing feature of the system was proved. The hybrid epoxy resin is able to recover damages, still exhibiting the pristine stiffness, while the strength of the system decreases after progressing healing cycles

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“…Maleimide and furfuryl groups are always reacted in equimolar quantities. The reaction has to be performed separately after completion of the first step to avoid direct contact between BMI and remaining moieties of free alcohols which could cause unwanted irreversible side‐reactions including the Michael addition …”

Section: Introductionmentioning

confidence: 99%

Polyurethane adhesives containing Diels–Alder‐based thermoreversible bonds

Turkenburg¹,

Bracht²,

Funke³

et al. 2017

J of Applied Polymer Sci

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A facile two‐step process is developed to obtain polyester urethanes that contain various concentrations of thermoreversible Diels–Alder adduct–based bonds for the development of adhesives. Besides linear systems thermoreversible networks have been included in the study. The reactions are verified using IR‐spectroscopy and gel permeation chromatography analysis. The material properties are characterized with solvent exposure tests, dynamic scanning calorimetry, microindentation and rheology and the potential for application as adhesives is tested with an elcometer. Material properties have been found highly tunable for the system, and high adhesive strengths (off‐scale) are found for polyester urethanes that are doped with an intermediate level Diels–Alder functional groups. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 44972.

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Synthesis of a diamine cross-linker containing Diels–Alder adducts to produce self-healing thermosetting epoxy polymer from a widely used epoxy monomer

Cited by 145 publications

References 22 publications

Healing of carbon fiber reinforced plastics by Diels–Alder based polymers: Effects of healing agent concentration and curing cycle

Healing of carbon fiber reinforced plastics by Diels–Alder based polymers: Effects of healing agent concentration and curing cycle

Thermally activated multiple self‐healing diels‐alder epoxy system

Polyurethane adhesives containing Diels–Alder‐based thermoreversible bonds

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