Recyclable, shape‐memory, and self‐healing soy oil‐based polyurethane crosslinked by a thermoreversible Diels–Alder reaction

Abstract

The recyclable, shape-memory, and self-healing soy oil-based polyurethane (S-PU) networks were constructed by the thermoreversible Diels-Alder (DA) reaction between S-PU (sealed with furfuryl alcohol) and 1,5-bis(maleimido)-2-methylpentane. The DA and retro-DA reactions between furan and maleimide were investigated by Fourier transform infrared spectroscopy, differential scanning calorimetry, solubility, and recycle testing. Moreover, the shape-memory properties of the S-PU networks were studied by qualitative recovery testing and quantitative cyclic tensile testing. Furthermore, the self-healing properties of S-PU networks were confirmed by cut, scratch, and tensile testing. The results showed that, compared to the traditional S-PU, the novel S-PU prepared in this work was recyclable and self-healing. And although both of them have shape-memory effect, the novel S-PU has a higher shape fixed rate and shape recovered rate than the traditional S-PU.

From gas release to foam synthesis, the second breath of blowing agents

“…105 This reaction is all the more interesting since depending on the substrates, the retro Diels-Alder (rDA) can yield gases such as nitrogen or carbon dioxide. The following techniques could possibly be used with PUs 106,107 , polymethacrylates 108,109 or polyesters 110 because DA reaction is already used for these types of polymers.…”

Recent Progress in Self‐healing Materials for Sensor Arrays

“…This is typically accomplished by physical interaction or chemical interaction, as sketched in Figure 1. Most intrinsic recovery designs rely upon either reversible covalent bonds, such as Diels‐Alder reactions, [2–12] disulfide bonds, [13–17] boronate ester bonds, [18–21] and imine bonds, [22–24] or non‐covalent, including hydrogen bonds, [25–32] ionic, [33–37] and hydrophobic interactions, [38–40] host‐guest interactions, [41–45] π‐π stacking, [46–48] and metal coordination [49–54] or supramolecular chemistry.…”

Preparation and Characterization of Isosorbide-Based Self-Healable Polyurethane Elastomers with Thermally Reversible Bonds

“…The reversible properties were utilized for the development of blocked isocyanates. Under appropriate temperature control, these covalent bonds can be repeatedly formed and dissociated, enabling self-healing in even thermosetting PUs [12,13,14].…”