Bismaleimide (BMI) is often used as the cross-linking
reagent in
Diels–Alder (D–A)-type intrinsic self-healing materials
(DISMs) to promote the connectivity of damaged surfaces based on reversible
D–A bond formation on the molecular scale. Until now, although
DISMs have exhibited great potential in the applications of various
sensors, electronic skin, and artificial muscles, it is still difficult
to prepare DISMs with satisfactory self-healing abilities and high
tensile strengths and strains at the same time, thus largely limiting
their applications in self-healing anticorrosive coatings. Herein,
symmetrical trimaleimide (TMI) was successfully synthesized, and trimaleimide-structured
D–A self-healing polyurethane (TMI–DA–PU) was
prepared via the reversible D–A reaction (cycloaddition of
furan and maleimide). As a DISM, TMI–DA–PU exhibits
apparently higher self-healing efficiency (98.7%), tensile strength
(25.4 MPa), and strain (1378%) compared to bismaleimide-structured
D–A self-healing polyurethane (BMI–DA–PU) (self-healing
efficiency, 90.2%; tensile strength, 19.3 MPa; strain, 1174%). In
addition, TMI–DA–PU shows a high recycling efficiency
(>95%) after 4 cycles of recycling. A series of characterizations
indicate that TMI provides more monoene rings as the self-healing
sites, forms denser cross-linked structures compared to BMI, and is,
thus, more appropriate to be used for DISM applications. Moreover,
the barrier abilities of coatings can be semi-quantitatively expressed
by the impedance value at 0.01 Hz (|Z|0.01 Hz). The |Z|0.01 Hz value of the
TMI–DA–PU coating is 3.93 × 109 Ω
cm2 on day 0, which is significantly higher than that of
the BMI–DA–PU coating (6.76 × 108 Ω
cm2 on day 0), indicating that the denser rigid cross-linked
structure of TMI results in the small porosity in the TMI–DA–PU
coating, thus effectively improving the anticorrosion performance.
The construction of DISMs with the structure of TMI demonstrates immense
potential in self-healing anticorrosive coatings.