Synthesis of bifluorene-based molecular materials: effect of C-9 spirocyclohexane functionalization and end-group tailoring

The preparation and properties of the first spirocyclohexane-functionalized bifluorene-based mono-dispersed molecular materials is described. The obtained compounds were characterized by H-1 NMR, C-13[H-1] NMR, IR, DSC, UV-vis and photoluminescence both in solution and in the solid state. The molecules show emissions ranging from the blue to the blue-green region, and higher glass transition temperatures and spectral stability with respect to the analogous compounds containing 9,9,9',9'-tetrahexyl-[2,2']-bifluorene core. The materials were used as active layers in electroluminescent devices with ITO/PEDOT-PSS/SB1-4/Ca/Al and ITO/PEDOT-PSS/SB1-4/BCP/Ca/Al configurations. (c) 2008 Elsevier Ltd. All rights reserved.