Deep-blue emission and thermally activated delayed fluorescence via Dimroth rearrangement of tris(triazolo)triazines. Issue 37 (13th May 2022)

• Record Type: Journal Article
• Authors: Hojo, Ryoga; Mayder, Don M.; Hudson, Zachary M.
• Is Part Of: Journal of materials chemistry. Volume 10:Issue 37(2022)
• Page Start: 13871
• Page End: 13877
• Publication Date: 2022-05-13
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Optical materials -- Research -- Periodicals; Electronics -- Materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/d2tc01153k
• Languages: English
• ISSNs: 2050-7526

Abstract

Abstract : Three luminescent donor–acceptor compounds were prepared based on the Dimroth rearrangement of tris(triazolo)triazines (TTT). Abstract : Three luminescent donor–acceptor compounds were prepared based on the Dimroth rearrangement of tris(triazolo)triazines (TTT). In comparison to the non-rearranged TTT isomers, the Dimroth isomer (TTTD) exhibits a substantial blue-shift in emission while maintaining thermally activated delayed fluorescence (TADF) properties. Out of the series of emitters, TTTD-3HMAT exhibits deepest blue emission with CIE( x, y ) < (0.16, 0.03) and unity quantum yield in toluene, a narrower emission band, and highest two-photon cross-section of 1001 GM owing to the nature of the planarized HMAT donor. TTTD-3tBu also exhibits unity quantum yield and deep-blue emission with CIE( x, y ) < (0.16, 0.05) in toluene. Finally, TTTD-3ACR exhibits TADF with blue-shifted emission and prolonged delayed lifetime due to the slightly larger Δ E ST of 0.26 eV in comparison to the non-rearranged isomer. Overall, this work demonstrates a practical strategy to convert TTT-based donor–acceptor materials to their Dimroth isomers, opening the door to deeper blue-emitting TADF materials with TTT-type acceptors.