Summary
(o-Chlorophenyl)acetylene (o-CIPA), (o-bromophenyl)acetylene (o-BrPA), and (o,o,p-trichlorophenyl)acetylene (Cl3PA) polymerized in high yields in the presence of W and Mo catalysts. Nb and Ta catalysts were also effective in producing poly(Cl3PA). Poly(o-CIPA) formed was soluble in such solvents as toluene and CHCl3, and its maximum weight-average molecular weight was 3x105. Though poly(o-BrPA) obtained with WCl6-Ph4Sn was soluble, those obtained with other catalysts were insolble in any solvent. Further, poly(Cl3PA) was insoluble irrespective of the kind of catalyst. These polymers were dark brown solids and did not lose weight below 230°C, being more stable than poly(phenylacetylene).
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Yoshimura, T. Polymerization of o-chloro- and o-bromo-substituted phenylacetylenes and polymer properties. Polymer Bulletin 31, 511–516 (1993). https://doi.org/10.1007/BF00297885
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DOI: https://doi.org/10.1007/BF00297885