New polyacetylenes with aromatic Schiff's base pendant groups by polymerization of benzylidene-ring-substituted N-benzylidene-4-ethynylanilines with Rh-based catalysts

摘要

N-Benzylidene-4-ethynylanilines, R--C_6H_4--CH=N--C_6H_4--C (ident to) CH substituted in 4' position by R=H, t-bu, F, Br, CN, NO_2 and Me_2N, were polymerized in tetrahydrofuran using [Rh(cod)X]_2 (cod=1,5-cyclooctadiene; X=Cl, OCH_3) as a catalyst to result in polyacetylene type polymers. Monomers with R=H, t-Bu and F gave tetrahydrofuran-soluble polymers of molecular weights M-bar_w from 15 000 to 100 000; monomers with Br, CN, NO_2 and Me_2N as substituents gave polymers insoluble in tetrahydrofuran and other common organic solvents. The polymer structure, consisting of conjugated polyene main chain and 4-(N-benzylideneamino)phenyl pendant groups, was confirmed by IR, UV-vis and NMR spectroscopy.