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Article Dans Une Revue Chemistry - A European Journal Année : 2011

Blue emitting 3π-2spiro terfluorene-indenofluorene isomers: a structure-properties relationship study.

Résumé

Two novel terfluorenyl derivatives, 2,2'',7,7''-tetrakis(9,9-dioctyl-9H-fluoren-2-yl)dispiro[fluorene-9,11'-indeno-(2,1-a)-fluorene-12',9''-fluorene] ((2,1-a)-DST-IF) and 2,2'',7,7''-tetrakis(9,9-dioctyl-9H-fluoren-2-yl)dispiro- [fluorene-9,6'-indeno-(1,2-b)-fluorene-12',9''-fluorene] ((1,2-b)-DST-IF) have been synthesized by two different synthetic approaches. These terfluorenyl derivatives possess a different central indenofluorene core, namely (2,1-a)-indenofluorene or (1,2-b)-indenofluorene, which imposes two distinct geometry profiles, and different structural environments for the terfluorenyl fluorophores that translates into drastically different optical and electrochemical properties for (2,1-a)-DST-IF and (1,2-b)-DST-IF. These properties have been carefully studied through a combined experimental and theoretical approach. The (2,1-a)-DST-IF isomer has been successfully used as emitting layer in a blue single-layer small-molecule organic light-emitting diode (SMOLED) and appears as the first example of a blue emission arising from intramolecular terfluorenyl excimers. Regarding the importance of terfluorenyl derivatives in organic electronics, the present structure-properties relationship study, may open new avenues in the design of efficient blue fluorophores.

Dates et versions

hal-00658383 , version 1 (10-01-2012)

Identifiants

Citer

Cyril Poriel, Joëlle Rault-Berthelot, Damien Thirion, Frédéric Barrière, Laurence Vignau. Blue emitting 3π-2spiro terfluorene-indenofluorene isomers: a structure-properties relationship study.. Chemistry - A European Journal, 2011, 17 (50), pp.14031-46. ⟨10.1002/chem.201102212⟩. ⟨hal-00658383⟩
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