Synthesis and optoelectronic properties of a series of novel spirobifluorene derivatives starting from the readily available reagent 4,4′-bisalkylated biphenyl

[Display omitted] ► Novel spirobifluorene derivatives were synthesized starting from the readily available reagent 4,4′-bisalkylated biphenyl. ► These compounds possess high thermal stability. ► SPF-MB and SPF-BB can be used as optical pH sensors of a wide pH range. ► SPF-BB is highly selective in r...

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Bibliographic Details
Published in:Organic electronics Vol. 13; no. 9; pp. 1553 - 1564
Main Authors: Xiao, Haibo, Yin, Hongyao, Wang, Lei, Ding, Lei, Guo, Songkui, Zhang, Xiaoying, Ma, Dongge
Format: Journal Article
Language:English
Published: Amsterdam Elsevier B.V 01-09-2012
Elsevier
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Summary:[Display omitted] ► Novel spirobifluorene derivatives were synthesized starting from the readily available reagent 4,4′-bisalkylated biphenyl. ► These compounds possess high thermal stability. ► SPF-MB and SPF-BB can be used as optical pH sensors of a wide pH range. ► SPF-BB is highly selective in recognizing Ag+. ► Organic light emitting diodes were fabricated by using these compounds as the emitting layer. Five novel spirobifluorene derivatives, SPF-DM, SPF-MB, SPF-BB, BSPF-NA1 and BSPF-NA2 were synthesized starting from the readily available reagent 4,4′-bisalkylated biphenyl. Their linear absorption, fluorescence and thermal properties were examined and their redox potential levels were estimated by cyclic voltammetry. These compounds possess high thermal stability. SPF-MB and SPF-BB possess excellent spectral sensitivities to pH changes and can be used as optical pH sensors of a wide pH range. The recognition behavior of SPF-BB toward various metal ions has been evaluated in a acetonitrile/water (15:1, v/v) solvent system. SPF-BB is highly selective in recognizing Ag+. The electroluminescent properties of SPF-DM, SPF-MB, BSPF-NA1 and BSPF-NA2 are demonstrated with a device configuration of ITO/MoO3 (6nm)/NPB (80nm)/EML (30nm)/TPBI (40nm)/LiF (1nm)/Al (100nm). The devices of BSPF-NA1 and BSPF-NA2 display a yellow emission in the EL spectra and their maximum brightness reached 380 and 311cdm−2, respectively. At low turn-on voltage (7.9V) a light blue emission was observed in the device of SPF-DM and its maximum brightness reached 391cdm−2. Notably, the device of SPF-MB has a white emission with CIE coordinates (0.293, 0.307).
ISSN:1566-1199
1878-5530
DOI:10.1016/j.orgel.2012.05.002