Göbel, DominikDominikGöbelDuvinage, DanielDanielDuvinageStauch, TimTimStauchNachtsheim, Boris JohannesBoris JohannesNachtsheim2025-02-272025-02-272020-05-042050-7526https://media.suub.uni-bremen.de/handle/elib/8767https://doi.org/10.26092/elib/3676Herein, we present minimalistic single-benzene, excited-state intramolecular proton transfer (ESIPT)-based fluorophores as powerful solid-state emitters. The very simple synthesis gave access to all four regioisomers of nitrile-substituted 2-(oxazolinyl)-phenols (MW = 216.1). In respect of their emission properties they can be divided into aggregation-induced emission enhancement (AIEE) luminophores (1-CN and 2-CN), dual state emission (DSE) emitters (3-CN) and aggregation-caused quenching (ACQ) fluorophores (4-CN). Remarkably, with compound 1-CN we discovered a minimalistic ESIPT-based fluorophore with extremely high quantum yield in the solid state ΦF = 87.3% at λem = 491 nm. Furthermore, quantum yields in solution were determined up to ΦF = 63.0%, combined with Stokes shifts up till 11.310 cm−1. Temperature dependent emission mapping, crystal structure analysis and time-dependent density functional theory (TDDFT) calculations gave deep insight into the origin of the emission properties.enAlle Rechte vorbehaltenAlle Rechte vorbehaltenExcited-State Intramolecular Proton Transfer (ESIPT)FluorophoresTime-dependent density functional theory (TDDFT)Emission mappingCrystal structure analysis2-(oxazolinyl)-phenols540Text::Zeitschrift::Wissenschaftlicher Artikel10.26092/elib/3676urn:nbn:de:gbv:46-elib87672