Abstract
Diphenylacetylenes possessing both an n-octyloxy group and a substituent groups (H: 1a, phenyl: 1b, naphthyl: 1c, anthryl: 1d, biphenyl: 1e) were polymerized using TaCl5/n-Bu4Sn. Diarylacetylenes having bulky aromatic groups such as α-naphthyl and 9-anthryl cannot afford high-molecular-weight polymer, but the present monomers polymerized to afford relatively high-molecular-weight polymers (Mn = 222,000–596,000) because they have a phenyl spacer between bulky aromatic group and reactive part of C≡C. The solubility of 2a-c and 2e exhibited good solubility in relatively low polar solvents because of long alkyl groups. The emission maxima of 2b-e were all 512 nm, which was longer than that of 2a. No difference of emission maximum among 2b-e were observed in solution. However, the emission maxima in film of 2b, 2c, 2d, and 2e were 530, 526, 524, and 542 nm, respectively. Compared to the emission in solution, that of 2b and 2e in film exhibited large shifts while that of 2c and 2d exhibited smaller shifts. This is because the bulky aromatic groups of naphthyl and anthryl hardly took coplanar structures owing to the steric hindrance.
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