Thermally reversible crosslinking of polystyrene via the furan–maleimide Diels–Alder reaction

Abstract

SYNOPSIS Mixtures of maleimidomethylated polystyrene with difurfuryl adipate or with furfuryl alcohol-esterified poly [ styrene-co-(maleic anhydride)] underwent thermally reversible Diels-Alder crosslinking. Reversal of crosslinking occurred rapidly at 150°C. The instability of the furfuryl group, however, limits the practicability of the reaction. 0 1992 John Wiley & Sons, Inc.

Tuning the self-healing behavior of one-component intrinsic polymers

“…By this manner, it is possible to access self-healing polymers with well-defined architectures and properties, due to the thermal reversibility (retro-Diels-Alder reaction) [4,5]. The Diels-Alder chemistry was widely utilized in polymer as well as material science [1,[6][7][8][9][10]. Later, Wudl and coworkers introduced this concept into the field of self-healing (remendable) polymers [2,[11][12][13].…”

Thermally reversible linking of halide-containing polymers by potassium dicyclopentadienedicarboxylate

“…1 In the last 2 decades, TRC linkages were developed that were generated via the reversible Diels-Alder cycloaddition of a diene, such as furan, to a dienophile, such as maleimide, [2][3][4] and by the reversible Diels-Alder cycloadditive dimerization of cyclopentadiene (CPD) or of its derivatives.…”

Reversible cross-linking polymer-based self-healing materials

“…In this strategy, the key step is the formation of the linear polymer chain with PA-F or maleimide groups. There are two different methods to prepare linear polymer chain with PA-F or maleimide groups: (1) homopolymerization of monomer with furan or maleimide group, or copolymerization with other monomers via free radical [73][74][75][76][77] polymerization or ATRP [78,79]; and (2) modification of a linear polymer without furan or a maleimide groups via chemical reactions [80][81][82][83][84][85].…”