S. Aeiyach et al., ELECTROSYNTHESIS OF SOLUBLE POLY [BETA-(2-(1-ADAMANTYL)-2-OXO-ETHOXY)NAPHTHALENE] - PHYSICOCHEMICAL PROPERTIES, SPECTROSCOPIC CHARACTERIZATION AND STRUCTURE, New journal of chemistry, 17(4), 1993, pp. 287-292
Poly [beta-(2-(1-adamantyl)-2-oxo-ethoxy)naphthalene)] (PbetaAN) was e
lectrosynthesized by oxidation of the corresponding monomer (betaAN) i
n 0.1 M lithium hexafluorophosphate (LiPF6) or 0.1M tetrabutylammonium
tetrafluoroborate (TBABF4) acetonitrile solution and characterized spe
ctroscopically. PbetaAN is soluble (16mg/mL) in several organic solven
ts such as dichloromethane, chloroform and tetrahydrofuran. An electro
active polymer film was formed with TBABF4 after successive potential
scans between 0.3 and 1.4 V. Fourier- transform infra-red and proton m
agnetic resonance spectroscopies show that this polymer has a linear s
tructure, with chain coupling in 1,4 position. Gel permeation chromato
graphy studies indicate a number average molecular weight of 131 0 and
a degree of polymerization of 6. Electrical conductivity is about 5x1
0(-6) S cm-1 for PbetaAN in the oxidized state. Ultraviolet absorption
, excitation and emission fluorescence spectra were performed on Pbeta
AN in solution. The red-shift (congruent-to 0.4 eV) of the fluorescenc
e emission maximum (peak at 3.03 eV) of PbetaAN relative to the monome
r is explained in terms of differences of solvent rearrangement and of
excimer formation.