Effect of a perfluorocyclopentene core unit on the structures and photoluminescence of fluorene- and anthracene-based compounds

A novel series of blue luminescent compounds, in which three identical functional groups, such as fluorene, anthracene, and spirobifluorene, are linked distortedly around a perfluorocyclopentene core, have been synthesized and characterized. The introduction of a perfluorocyclopentene linkage into the molecular framework leads to an enhancement of the photoluminescence (PL) efficiency and thermal stability. All compounds exhibit intense blue photoluminescence, which has been attributed to fluorene- or anthracene-based pi -> pi* transitions. The maximum emission wavelengths of all compounds at room temperature are in the region of 420-480 nm, with higher PL quantum efficiencies than in 9,10-diphenylanthracene. The electroluminescent (EL) properties of compound 4, 1,2-bis(9,9'-spirobifluoren-2-yl)-3,3,4,4,5,5-hexafluorocyclopentene, were investigated. A multilayer EL device with the configuration of ITO/2TNATA(60 nm)/NPB(20 nm)/ADN:2%-compound-4(35 nm)/Alq(3)(20 nm)/LiF(2 nm)/Al has been successfully fabricated. (c) 2006 Elsevier Ltd. All rights reserved.