Crystallization‐Induced Emissive Invisible Ink. Issue 11 (26th March 2019)

• Record Type: Journal Article
• Authors: Zerby, Nicholas; Malka, Orit; Bhattacharya, Sagarika; Nandha Kadamannil, Nila; Baranov, Mark; Jelinek, Raz
• Is Part Of: Advanced optical materials. Volume 7:Issue 11(2019)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-03-26
• Subjects: π−π stacking -- aggregation‐induced emission -- crystallization‐induced emission -- fluorescence quenching -- self‐assembly; Optical materials -- Periodicals; Photonics -- Periodicals; 620.11295
• DOI: 10.1002/adom.201900232
• Languages: English
• ISSNs: 2195-1071

Abstract

Abstract: Crystallization‐induced emission (CIE) has been reported for a handful of polyaromatic molecules, and this phenomenon has been generally ascribed to blocking of nonradiative energy dissipation pathways through crystalline organizations. Herein, the first use of a single‐ring CIE‐based "invisible" ink is reported, which can be applied on varied surfaces. The ink comprises (3E)‐4‐[4‐(methylsulfanyl)phenyl]‐3‐buten‐2‐one (MSPB), exhibiting remarkable spontaneous water and interface‐induced CIE. The molecule, which is synthesized through a facile one‐step process, is nonfluorescent when dissolved in polar organic solvents but forms fluorescent crystalline assemblies upon addition of water or upon drying on solid substrates. X‐ray diffraction analysis reveals that the fluorescent crystalline structure of MSPB is stabilized both by intermolecular C⋅⋅⋅HO and C⋅⋅⋅Hπ interactions among adjacent molecules. The readily adopted crystalline organization of MSPB facilitates its use as a fluorescent ink on diverse substrates, including paper, metals, polymers, and ceramic surfaces. Abstract : Crystallization‐induced emission (CIE) of a molecule displaying a single phenyl ring is reported. The fluorescence emission is ascribed to the crystalline organization of the molecule, blocking π–π stacking and concomitant nonradiative energy dissipation. The CIE phenomenon is exploited for utilizing the molecule as an "invisible ink" on a variety of surfaces.