Abstract
The metathesis polymerization of an anthrylacetylene bearing an alkyl ester group, 9-(10-hexoxycarbonyl)anthrylacetylene (1), was conducted with various transition-metal catalysts. A completely soluble black polymer was obtained from 1 in a good yield when W-based catalysts were employed. The polymerization at a high monomer concentration (1 M) and a high temperature (80 °C) led to the formation of poly(1) with a weight-average molecular weight of 297 x 10 3 in an 80% yield. The use of cocatalysts unexpectedly decreased both the yield and molecular weight of poly(1). Rh-catalyzed and Mo-catalyzed polymerizations, however, resulted in poor yields of the polymer. The ultraviolet-visible spectrum of poly(1) showed a significantly redshifted absorption (λ max = 571) with a cutoff at 780 nm, which verified the very high order of conjugation of the main chain. Poly(1) exhibited the largest third-order nonlinear optical susceptibility [X (3) (-ω; ω, 0, 0)= -1.9 x 10 -10 esu] among the polymers from the monosubstituted polyacetylenes synthesized so far. The electrical conductivity of poly(1) in an I 2 -doped state was 8.77 x 10 -4 at 293 K.
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