文献名： Effects of substituents on the optical properties of AIEE-active 9, 10-dithiopheneanthrylene derivatives and their applications in cell imaging

作者 ： Jie Zhang ^a ; Renjie Wang ^a ; Duohua Jiang ^c ; Shouzhi Pu ^ab

^a Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, PR China

^b College of Chemistry, Nanchang University, Nanchang, Jiangxi 330031, PR China

^c College of Science and Technology, Jiangxi Science and Technology Normal University, Nanchang 330013, PR China

摘要： A series of asymmetric 9, 10-dithiopheneanthrylene derivatives ( DTA s) with various substituent groups and large Stokes shifts (>80 nm) have been synthesized and characterized. All of them displayed aggregation-induced emission enhancement (AIEE) behaviors expect for DTA-M , which fluorescence was gradually enhanced in low water fraction (50%), but dramatically quenched with the increase of water fraction to 90% due to the twisted intramolecular charge transfer (TICT) effect. The size of particles in aggregates were studied by using a scanning electron microscope, indicating the formation of morphological diversity nanoparticles due to the various substituents on 2-position of lateral thiophene ring. Furthermore, all of them exhibited reversible mechanofluorochromic and vapochromic luminescence behaviors, especially compound DTA-M , which showed high color contrast mechanofluorochromism between yellow and red color. In addition to the AIEE and mechanofluorochromic properties, HeLa cells fluorescence imaging experiments proved that these DTA s are capable to achieving bioimaging.

关键词： AIEE ; 9, 10-dithiopheneanthrylene ( DTA ) ; Substituent effect ; Mechanofluorochromic ; Cell imaging