Title Unlocking room temperature phosphorescence in dibenzothiophene-based systems via the Scholl reaction
Authors Fabregat, Clara ; Bujaldón, Roger ; Garcia-Amorós, Jaume ; Volyniuk, Dmytro ; Ghasemi, Melika ; Grazulevicius, Juozas V ; Velasco, Dolores
DOI 10.1016/j.dyepig.2025.113053
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Is Part of Dyes and pigments.. London : Elsevier. 2025, vol. 243, art. no. 113053, p. 1-10.. ISSN 0143-7208. eISSN 1873-3743
Keywords [eng] diphenanthro[9,10-b:9',10'-d]thiophene ; Organic optoelectronics ; p-type semiconductors ; Room temperature phosphorescence ; White light
Abstract [eng] A family of butterfly-shaped diphenanthro[9,10-b:9′,10′-d]thiophene derivatives has been straightforwardly synthesized from tetrabromothiophene via consecutive Suzuki-Miyaura and Scholl reactions, targeting potential charge-transporting and light-emitting organic materials. Indeed, time of flight measurements displayed hole mobility values up to 4.7 × 10−5 cm2 V−1 s−1 under an applied electric field of 6 × 105 V cm−1. Spectroscopic studies showed promising photoluminescence, with quantum yields up to 27.5 % and adjustable emissions ranging from deep blue to sky blue in solution and in solid films, respectively. Moreover, the synthesized compounds revealed room-temperature phosphorescence when introduced as dopants in Zeonex films, a highly sought-after characteristic in metal- and halogen-free organic materials. This phenomenon delineates a spectral transition from deep blue to warm-white emission as the environment shifts from air-equilibrated to vacuum conditions, which entails different applications such as lighting or oxygen-sensing devices. Phosphorescence, which was further corroborated in dilute solutions of THF at 77 K, does not occur on the non-cyclized synthetic precursors, demonstrating the key role of the Scholl reaction to unlock it. These findings make evidence of the potential of this core for advancing optoelectronic device functionalities.
Published London : Elsevier
Type Journal article
Language English
Publication date 2025
CC license CC license description