Synthesis and Spectral Properties of Novel Poly(disubstituted acetylene)s

Abstract

Abstract The synthesis of mostly new acetylenes, R 1 CCR 2 , (R 1 = 4‐ t ‐butylphenyl; R 2 = 4‐ t ‐butylphenyl; 4‐[( t ‐butyl)(diphenyl)silyloxy]phenyl; 1‐naphthyl; 2‐naphthyl; 9‐anthryl) is reported. Their UV‐vis characteristics are discussed in comparison to the results of TD‐DFT calculations. R 1 CCR 2 (except for R 2 = 9‐anthryl) give polyacetylenic polymers—[C(R 1 ) = C(R 2 )]‐ n , insoluble if R 1 = R 2 and well soluble if R 1 ≠ R 2 in polymerization with TaCl 5 /SnBu 4 . Polymerizability increases with increasing monomer triple bond accessibility for the catalyst. The photoluminescence yield of the soluble polymers rises in the R 2 order: 1‐naphthyl < 2‐naphthyl < 4‐[( t ‐butyl)(diphenyl)silyloxy]phenyl. magnified image