N-Phenylfluorubine: one functional dye – chromophor, fluorophor, electron-acceptor and more. (27th October 2016)

• Record Type: Journal Article
• Authors: Gampe, D. M.; Schramm, S.; Kaufmann, M.; Görls, H.; Beckert, R.
• Is Part Of: New journal of chemistry. Volume 40:Number 12(2016:Dec.)
• Page Start: 10100
• Page End: 10107
• Publication Date: 2016-10-27
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c6nj02544g
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A new functional dye named: N -phenylfluorubine, is designed and characterized. It shows outstanding and tunable photo- and electrochemical properties. Abstract : We are presenting a new derivative of the fluorubine family which exhibits highly fluorescent activity. 5-Phenyl-dihydro[5, 6, 7, 12, 13, 14]-hexaazapentacene was synthesized via two subsequent cyclization reactions starting from commercially available starting materials. Its properties were studied intensively via UV-vis and fluorescence spectroscopy, as well as cyclic voltammetry and quantum chemical calculations. Furthermore, we found a strong pH-sensitivity, which influences the photo- and electrochemical properties heavily. Thereby, it is possible to tune its properties from an electron-rich donor to a highly electron-deficient acceptor material.