Tailoring of the self-assembled structures and optical waveguide behaviour of arylaminofluorenone derivatives. (December 2019)

• Record Type: Journal Article
• Authors: Manni, Francesca; Fabiano, Eduardo; Clarkson, Guy J.; Accorsi, Gianluca; Fieramosca, Antonio; Nobile, Concetta; Saracino, Michela; Zanelli, Alberto; Farran, Angeles; Sanvitto, Daniele; Gigli, Giuseppe; Capodilupo, Agostina-Lina
• Is Part Of: Dyes and pigments. Volume 171(2019)
• Publication Date: 2019-12
• Subjects: Optical waveguide -- Fluorenone -- Arylamines -- Self-assembly; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2019.107780
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: In this work, the fluorenone molecule was symmetrically difunctionalised in the 3, 6-positions with four different arylamine moieties. Using slow evaporation, the four fluorenone derivatives (FO1-4 ) exhibit good ability to arrange into microstructures in the solid state. The electronic and steric effects of arylamine substituents influence both optical features and aggregation processes, as evidenced by photophysical and XRD characterization. SEM investigations have shown that the fourFO1-4 derivatives arrange in four different microstructures. More specifically, the self-assembled 1D microribbon – shaped structure ofFO1 exhibited an excellent optical loss coefficient (α) as low as 0.006 dBμm −1, suggesting a potential use of these materials in the field of optical waveguide. Graphical abstract: 3, 6-Bis(diphenylamino)-9H-fluoren-9-one (FO1 ) molecules are able to self-assemble in 1D-microribbon-like structures which exhibit optical waveguide behaviour with an excellent optical loss coefficient (α) as low as 0.006 dBμm −1 .Image 1 Highlights: Four 3, 6-(arylamino)fluorenone derivatives were synthesized and characterized. The supramolecular assembly process was investigated varying the molecular structure. 1D Microstructures efficiently conduct the light, operating as waveguides.