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Blue Emitting 3 pi-2 Spiro Terfluorene-Indenofluorene Isomers: A Structure-Properties Relationship Study

  作者 PORIEL CYRIL; RAULTBERTHELOT JOELLE; THIRION DAMIEN; BARRIERE FREDERIC; VIGNAU LAURENCE  
  选自 期刊  Chemistry-A European Journal;  卷期  2011年17-50;  页码  14031-14046  
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[摘要]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 (1,2b)-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.

 
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