Synthesis of Diels‐Alder Reaction‐Based Remendable Epoxy Matrix and Corresponding Self‐healing Efficiency to Fibrous Composites

In this paper, a self-healable nanocomposite based on the Diels-Alder reaction is developed. A graphene-based nanofiller is introduced to improve the self-healing efficiency, as well as the mechanical properties of the nanocomposite. Graphene oxide (GO) is modified with maleimide functional groups, and the maleimide-modified GO (mGO) enhanced the compatibility of the polymer matrix and nanofiller. The tensile strength of the nanocomposite containing 0.030 wt% mGO is improved by 172%, compared to that of a polymer film incorporating both furan-functionalized polymer and bismaleimide without any nanofiller. Moreover, maleimide groups of the surface on mGO participate in the Diels-Alder reaction, which improves the self-healing efficiency. The mechanical and self-healing properties are significantly improved by using a small amount of mGO.

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The effect of electron density in furan pendant group on thermal-reversible Diels–Alder reaction based self-healing properties of polymethacrylate derivatives

RSC Advances ◽

10.1039/c8ra07268j ◽

2018 ◽

Vol 8 (69) ◽

pp. 39432-39443 ◽

Cited By ~ 2

Author(s):

Keum-Seob Byun ◽

Won Jae Choi ◽

Ha-Young Lee ◽

Min-Ji Sim ◽

Sang-Ho Cha ◽

...

Keyword(s):

Electron Density ◽

Alder Reaction ◽

Diels Alder ◽

Pendant Group ◽

Self Healing ◽

Diels Alder Reaction ◽

Healing Efficiency

Herein, we discuss the effect of electron density in a furan pendant group on the thermally reversible Diels–Alder (DA) reaction based self-healing efficiency in polymethacrylate derivatives.

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Self-Healing Hydrophobic POSS-functionalized Fluorinated Copolymer via RAFT Polymerization and dynamic Diels-Alder Reaction

Polymer Chemistry ◽

10.1039/d0py01522a ◽

2021 ◽

Author(s):

Siva Ponnupandian ◽

Prantik Mondal ◽

Thomas Becker ◽

Richard Hoogenboom ◽

Andrew B Lowe ◽

...

Keyword(s):

Chain Transfer ◽

Raft Polymerization ◽

Alder Reaction ◽

Diels Alder ◽

Self Healing ◽

Diels Alder Reaction ◽

Reversible Addition

This investigation reports the preparation of a tailor-made copolymer of furfuryl methacrylate (FMA) and trifluoroethyl methacrylate (TFEMA) via reversible addition-fragmentation chain transfer (RAFT) polymerization. The furfuryl groups of the copolymer...

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New Chain Extenders for Self-Healing Polymers

Key Engineering Materials ◽

10.4028/www.scientific.net/kem.899.628 ◽

2021 ◽

Vol 899 ◽

pp. 628-637

Author(s):

Daria V. Zakharova ◽

Zalina A. Lok’yaeva ◽

Alexander A. Pavlov ◽

Alexander V. Polezhaev

Keyword(s):

Alder Reaction ◽

Diels Alder ◽

Hydroxyl Groups ◽

Structural Fragment ◽

Self Healing ◽

Diels Alder Reaction ◽

Small Series ◽

Chain Extenders ◽

Reversible Covalent ◽

Thermochemical Parameters

We present here a small series of compounds designed to modify the polymer chain of various polyurethanes in order to introduce a structural fragment with the ability of thermally-triggered reversible covalent interactions. Bismaleimides (2a-2e) were synthesized from commercially available aromatic and aliphatic symmetric diamines (1a-1e) and were further introduced into the Diels-Alder reaction with furfuryl alcohol as dienophiles. The Diels-Alder adducts (3a-3e) were obtained as a mixture of endo- and exo-isomer. The presence of symmetrical hydroxyl groups in the structure of the obtained compounds makes them suitable as chain extenders of low molecular weight diisocyanate prepolymers. The presence of a thermally reversible Diels-Alder reaction adduct in the structure of potential chain-extenders opens a possibility to create unique materials with self-healing properties. All compounds obtained were characterized by 1H, 13C NMR, ESI-HRMS, and IR spectroscopy. The thermochemical parameters of the reverse Diels-Alder reaction were established using DSC analysis.

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