Issue 35, 2015

Polymorphism and mechanochromic luminescence of a highly solid-emissive quinoline-β-ketone boron difluoride dye

Abstract

A highly solid-emissive boron difluoride dye exhibiting polymorphism-dependent and mechanochromic luminescence has been synthesized. Three single-crystal X-ray structures of the polymorphic dye molecule, having different fluorescence emissions, are elucidated. Each polymorph displays different stacking orientations among their chromophore moieties and several different intermolecular interactions, which could be related to their different crystal emissions. The molecule displays piezochromic characteristics, with the fluorescence and quantum yield of both the solid powder and two kinds of crystals being reversibly adaptable to mechanical force and heating. The conversion between the monomer and π–π stacking-induced aggregate has been proposed as the mechanism behind the mechanochromism, according to X-ray diffraction measurements and differential scanning calorimetry analyses.

Graphical abstract: Polymorphism and mechanochromic luminescence of a highly solid-emissive quinoline-β-ketone boron difluoride dye

Supplementary files

Article information

Article type
Paper
Submitted
11 Jun 2015
Accepted
28 Jul 2015
First published
28 Jul 2015

CrystEngComm, 2015,17, 6674-6680

Polymorphism and mechanochromic luminescence of a highly solid-emissive quinoline-β-ketone boron difluoride dye

R. Tan, Q. Lin, Y. Wen, S. Xiao, S. Wang, R. Zhang and T. Yi, CrystEngComm, 2015, 17, 6674 DOI: 10.1039/C5CE01138H

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