The fluorescence of luminescent emitters is often quenched in the solid state, because of the typical aggregation-caused quenching (ACQ) effect, which is a thorny obstacle to high-performance organic optoelectronic materials. The exploration of solid-state enhanced long wavelength, red-emitting chromophores, especially possessing one-dimensional (1D) assembly features, is of great importance. Interestingly, an excellent solid-state enhanced red emission system (denoted as ED) based on quinolinemalononitrile has been developed via the delicate modification of the conventional ACQ dicyanomethylene-4H-pyran (DCM) derivative (denoted as BD) through crystal engineering. ED exhibits extraordinary self-assembly property in a variety of solvents, even realizing the "waving ribbons" with a length of 6 mm and a diameter of 10 μm. Crystal analysis shows that the CH···π and CH···N supramolecular interactions of ED contribute to the twisted self-assembly solid-state enhanced emission phenomenon. However, for BD, strong face-to-face stacking leads to fluorescence quenching in the solid state. Because of such easy assembly and strong solid-state emission properties, application for optical waveguides of ED is realized with a low optical loss. Stimuli-responsive behavior is also elaborated with color change between orange and red by grinding/fuming or pressing/heating.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.