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Updated: Feb 9, 2026

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Design of Conformationally Distorted Donor-Acceptor Dyads Showing Efficient Thermally Activated Delayed Fluorescence
Gereon A Sommer1, Larisa N Mataranga-Popa2, Rafal Czerwieniec2
1Institut für Organische Chemie und Makromolekulare Chemie , Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1 , D-40225 Düsseldorf , Germany.
Abstract:
A highly potent donor-acceptor biaryl thermally activated delayed fluorescence (TADF) dye is accessible by a concise two-step sequence employing two-fold Ullmann arylation and a sequentially Pd-catalyzed Masuda borylation-Suzuki arylation (MBSA). Photophysical investigations show efficient TADF at ambient temperature due to the sterical hindrance between the donor and acceptor moieties. The photoluminescence quantum yield amounts to ΦPL = 80% in toluene and 90% in PMMA arising from prompt and delayed fluorescence with decay times of 21 ns and 30 μs, respectively. From an Arrhenius plot, the energy gap Δ E(S1 - T1) between the lowest excited singlet S1 and triplet T1 state was determined to be 980 cm-1 (120 meV). A new procedure is proposed that allows us to estimate the intersystem crossing time to ∼102 ns.
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