Synthesis and optical and electrochemical properties of novel polyethers containing isolated distyrylbenzene derivatives and side-aromatic 1,3,4-oxadiazole chromophores
Y. Chen et Sp. Lai, Synthesis and optical and electrochemical properties of novel polyethers containing isolated distyrylbenzene derivatives and side-aromatic 1,3,4-oxadiazole chromophores, J POL SC PC, 39(15), 2001, pp. 2571-2580
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
New polyethers (P2, P4) with isolated emitting distyrylbenzene derivatives
and pendant aromatic 1,3,4-oxadiazole chromophores have been prepared by th
e Horner-Wadsworth-Emmons olefination reaction. Polyethers P1 and P3 withou
t oxadiazole groups have also been synthesized for comparison. The reduced
viscosities were about 0.20-0.33 dL/g, and the solubility in organic solven
ts increased with a number of side methoxy or ethoxy substituents in the di
styrylbenzene section. Absorption spectra showed two peaks at 371-388 and 3
04 nm that corresponded to the pi-pi* transition of the conjugated distyryl
benzene derivatives and aromatic oxadiazoles, respectively. The band gaps w
ere at 2.76-2.85 eV, which were calculated from onset absorption in the fil
m state. The photoluminescence (PL) maxima were at 459-469 nm, indicating t
hat they are blue-emitting materials, and the relative PL quantum efficienc
ies were 0.62-0.77 and 0.23-0.40 in solution and the film state, respective
ly. Cyclic voltammetric investigations demonstrated that oxadiazole moietie
s decrease the barrier of electron injection but also retard hole injection
. (C) 2001 John Wiley & Sons, Inc.