Natural rubber

Catalysis

Polymerization

Supramolecular chemistry

Polymer chemistry

Elastomer

Dynamic covalent chemistry

Materials science

Disulfide Linkage

Literature

ROMP

Salt metathesis reaction

Diene

Biochemistry

Molecule

Diol

Diels–Alder reaction

Cysteine

Polymer

Organic chemistry

Polycaprolactone

Enzyme

Click chemistry

Composite material

Chemistry

Polyurethane

Covalent bond

Dual (grammatical number)

Metathesis

Polymer science

Disulfide bond

ACS Applied Polymer Materials

Functional polyurethanes have several important advanced applications. In this investigation, a dual-functional polyurethane (PU) elastomer having disulfide as well as furfuryl functionality was developed. For this purpose, a functional diol having furfuryl and disulfide functionality was synthesized and used as a chain extender for the synthesis of a PU elastomer based on polycaprolactone (PCL) diol and 4,4′-methylenebis (phenyl diisocyanate) (MDI). This dual functional PU elastomer was cross-linked using a bismaleimide (BM) via the Diels–Alder (DA) reaction with the furfuryl pendant group in PU. This dual functional PU having thermoreversible DA linkage and disulfide linkage showed excellent tensile strength (σ = 39.5 MPa) and, importantly, good self-healing characteristics (self-healing efficiency, Eσ ≈ 97%). This healable PU having a thermoresponsive as well as a double dynamic covalent system based on the DA reaction and the disulfide metathesis reaction will have potential applications in specialty paints, coatings, and various advanced materials.

Self-Healable Polyurethane Elastomer Based on Dual Dynamic Covalent Chemistry Using Diels–Alder “Click” and Disulfide Metathesis Reactions