Construction of luminogen exhibiting multicolored emission switching through combination of twisted conjugation core and donor-acceptor units

Abstract

Stimuli responsive luminescent materials, especially those exhibiting multicolor emission switching, have potential application in sensor, optical recording, security ink, and anti-counterfeit label. Through combination of twisted conjugation core and donor and acceptor units, a luminogen (2-(bis(4-(carbazol-9-yl)phenyl)methylene)malononitrile (1) was synthesized. Luminogen 1 can form three kinds of crystals emitting green (1GC, λem = 506 nm, FF = 19.8%), yellow-green (1YC, λem = 537 nm, φF = 17.8%), and orange (1OC, λem = 585 nm, FF = 30.0%) light upon 365 nm UV illumination. The emission of amorphous solid of 1 (1Am) overlaps with that of 1OC (λem = 585 nm), with quantum yield of 13.9%, which is seldom reported. Emission of 1 can be switched among green, yellow-green, and orange through morphology modulation upon exposure to thermal, solvent vapor, or mechanical stimuli. Finally, its potential application in optical recording was also investigated.