Phenothiazine substituted phenanthroimidazole derivatives: Synthesis, photophysical properties and efficient piezochromic luminescence

作者：Zhan, Yong^*; Xu, Yongnan; Jin, Zhe; Ye, Wenjing; Yang, Peng

来源：Dyes and Pigments, 2017, 140: 452-459.

DOI：10.1016/j.dyepig.2017.01.070

• AGGREGATION-INDUCED-EMISSION
• REVERSIBLE MECHANOCHROMIC LUMINESCENCE
• MECHANOFLUOROCHROMIC PROPERTIES
• HIGHLY EFFICIENT
• FLUORESCENCE RESPONSE
• ROLL-OFF
• ENHANCEMENT
• GREEN
• RED
• PIEZOFLUOROCHROMISM

Two phenanthroimidazoles with phenothiazine substituents were synthesized. It was found that these novel molecules showed intense fluorescence in both solution and the solid state. Additionally, these phenanthroimidazoles displayed reversible piezofluorochromism. For example, a crystal of the monophenothiazinyl analogue gave an intense sky blue emission which changed to a green emission after grinding, the fluorescence emission could be recovered when the ground powders were fumed with organic vapors or heated. XRD patterns suggested that the reversible piezofluorochromism resulted from the transformation between crystalline and amorphous states. The single crystal X-ray structure of the monophenothiazinyl analogue revealed the twisted conformation and existence of weak C-H center dot center dot center dot pi interactions, resulting loose packing in the crystal state, which was favorable for the piezofluorochromism. These results obtained will be of great help in designing new piezofluorochromic molecules, which might have potential applications in mechanical sensors and security printing.

• 出版日期2017-5
• 单位沈阳药科大学