Retro Diels–Alder-triggered self-assembly of a polymerizable macrocyclic diacetylene

Abstract

A new triggered self-assembly method, which utilizes retro Diels–Alder (rDA)-promoted self-assembly of a macrocyclic diacetylene, was developed. The steric bulk present in a Diels–Alder (DA) adduct was released by a thermally promoted rDA reaction, resulting in the generation of a linear diacetylene that readily self-assembles to form a supramolecular polymer. The maleimide-containing blue-colored polydiacetylene, which was generated by UV irradiation, was utilized as a thiol specific colorimetric sensor.