Zitieren Sie bitte immer diesen URN: urn:nbn:de:kobv:b43-647973
Luminescent Perhalofluoro Trityl Radicals
- In this proof-of-concept study, we show that polyfluorinated trityl radicals with the, to this date, highest fluorination grade can be accessed in quantitative yields in a straightforward manner starting from the perfluorinated trityl cation. The trityl skeleton is functionalized with trimethylsilyl halides to yield perhalofluoro trityl cations, which are subsequently reduced using commercial zinc powder. In this way, we prepare three perhalofluoro trityl radicals and analyze the impact of the fluorine ligands on their electro-optical properties, revealing some interesting trends. In comparison to literature-known polychlorinated trityl radicals, the new polyfluorinated derivatives exhibit substantially higher fluorescence quantum yields, longer luminescence lifetimes, and an expanded emission range that extends into the yellow spectral region. They further display enhanced photostability under light irradiation. In radical-stained polystyrene nanoparticles, an additional broadIn this proof-of-concept study, we show that polyfluorinated trityl radicals with the, to this date, highest fluorination grade can be accessed in quantitative yields in a straightforward manner starting from the perfluorinated trityl cation. The trityl skeleton is functionalized with trimethylsilyl halides to yield perhalofluoro trityl cations, which are subsequently reduced using commercial zinc powder. In this way, we prepare three perhalofluoro trityl radicals and analyze the impact of the fluorine ligands on their electro-optical properties, revealing some interesting trends. In comparison to literature-known polychlorinated trityl radicals, the new polyfluorinated derivatives exhibit substantially higher fluorescence quantum yields, longer luminescence lifetimes, and an expanded emission range that extends into the yellow spectral region. They further display enhanced photostability under light irradiation. In radical-stained polystyrene nanoparticles, an additional broad emission band in the red−NIR wavelength region is observed, which is attributed to excimer formation. Finally, the stability of the new radicals is investigated under ambient conditions, showing the slow conversion with atmospheric oxygen yielding the respective peroxides, which are characterized by single-crystal X-ray diffraction. All in all, our study extends the present scope of luminescent trityl radicals, as the functionalization of the perfluorinated cationic precursor unlocks the path toward a vast variety of polyfluorinated trityl radicals.…


| Autor*innen: | Johanna SchlöglORCiD, Alexander R. KrappeORCiD, Paul C. Fürstenwerth, Amelie L. Brosius, Carlo Fasting, Kurt F. HoffmannORCiD, Ute Resch-GengerORCiD, Siegfried EiglerORCiD, Simon Steinhauer, Sebastian RiedelORCiD |
|---|---|
| Dokumenttyp: | Zeitschriftenartikel |
| Veröffentlichungsform: | Verlagsliteratur |
| Sprache: | Englisch |
| Titel des übergeordneten Werkes (Englisch): | Journal of the American Chemical Society |
| Jahr der Erstveröffentlichung: | 2025 |
| Organisationseinheit der BAM: | 1 Analytische Chemie; Referenzmaterialien |
| 1 Analytische Chemie; Referenzmaterialien / 1.2 Biophotonik | |
| Veröffentlichende Institution: | Bundesanstalt für Materialforschung und -prüfung (BAM) |
| Verlag: | American Chemical Society (ACS) |
| Jahrgang/Band: | 147 |
| Ausgabe/Heft: | 46 |
| Aufsatznummer: | jacs.5c16418 |
| Erste Seite: | 1 |
| Letzte Seite: | 8 |
| DDC-Klassifikation: | Naturwissenschaften und Mathematik / Chemie / Analytische Chemie |
| Technik, Medizin, angewandte Wissenschaften / Ingenieurwissenschaften / Ingenieurwissenschaften und zugeordnete Tätigkeiten | |
| Freie Schlagwörter: | Characterization; Dye; Excimer; Fluorescence; Lifetime; Mechanism; Nano; Particle; Photophysics; Polarity; Polymer; Quantum yield; Radical; Signal enhancement; Solvatchromism; Synthesis |
| Themenfelder/Aktivitätsfelder der BAM: | Chemie und Prozesstechnik |
| Chemie und Prozesstechnik / Chemische Charakterisierung und Spurenanalytik | |
| Material | |
| Material / Advanced Materials | |
| DOI: | 10.1021/jacs.5c16418 |
| URN: | urn:nbn:de:kobv:b43-647973 |
| ISSN: | 0002-7863 |
| Verfügbarkeit des Dokuments: | Datei für die Öffentlichkeit verfügbar ("Open Access") |
| Lizenz (Deutsch): | Creative Commons - CC BY - Namensnennung 4.0 International |
| Datum der Freischaltung: | 24.11.2025 |
| Referierte Publikation: | Ja |
| Datum der Eintragung als referierte Publikation: | 24.11.2025 |
| Schriftenreihen ohne Nummerierung: | Wissenschaftliche Artikel der BAM |


