Flexible films of main-chain luminescent liquid crystalline polymers containing renewable biobased bifuran moieties

Abstract

Luminescent liquid crystalline polymers (LLCPs) have attracted great attention due to their potential applications in liquid crystal display, optical memory storage, organic light-emitting diode, and other fields. However, the fluorescence signals of LLCPs bearing conventional luminophores showing aggregation-caused quenching behavior are strikingly diminished or even vanish in the aggregated state. Herein, we have synthesized three main-chain LLCPs with α-cyanostilbene (CS) and bifuran units connected by different flexible spacer lengths via melt polycondensation. On the one hand, the CS unit acts as a rigid rod-like mesogen with aggregation-induced emission (AIE) characteristics. On the other hand, the renewable biobased bifuran moiety has been chosen because of two main reasons. One is it is a perfect alternative to the rigid fossil-based biphenyl group. The other reason is the addition of bifuran moiety is beneficial for the polycondensation and the extension of the chain length, leading to the enhancement of the toughness of LLCPs. Upon 365 nm UV light irradiation, these polymers undergo an irreversible Z/E isomerization in solution, while the [2 + 2] cycloaddition of CS chromophores occurs in the solid film. Importantly, the polymers display a good film-forming ability, so that the flexible thin films can be achieved by ordinary compression molding. Moreover, the fluorescent patterns can be directly printed on the flexible films on the basis of the [2 + 2] cycloaddition behavior, which shows their promising applications ranging from information storage to high-tech anti-counterfeiting.