Journal
ACS APPLIED MATERIALS & INTERFACES
Volume 5, Issue 1, Pages 192-198Publisher
AMER CHEMICAL SOC
DOI: 10.1021/am302466m
Keywords
solid-state fluorescence; self-assembly; crystal structures; optical waveguides; stimuli-response; cell imaging
Funding
- NSFC/China
- National 973 Program [2013CB733700]
- Oriental Scholarship [SRFDP 200802510011]
- Fundamental Research Funds for the Central Universities [WK1013002, WJ1114013]
- STCSM [10dz2220500]
- Open Funding Project of State Key Laboratory of Luminescent Materials and Devices (SCUT)
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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 mu m. Crystal analysis shows that the CH center dot center dot center dot pi and CH center dot center dot center dot 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/filming or pressing/heating.
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