Summary
Polymerization of 1-phenyl-2-(p-phenoxyphenyl)acetylene (p-PhODPA), 1-phenyl-2-(p-methoxyphenyl)acetylene, and 1-phenyl-2-(p-n-butoxyphenyl)acetylene was examined. These monomers polymerized with TaCl5-n-Bu4Sn to give methanol-insoluble polymers in over 60% yields. Poly(p-PhODPA) was a yellow solid completely soluble in toluene, CHCl3, etc., and its weight-average molecular weight was about 1.0x106 or higher. This polymer was thermally very stable (the onset temperature of weight loss in TGA in air was 420 °C). Its oxygen permeability coefficient (P o 2) was 37 barrers (P o 2/P n 2 2.2) and similar to that of natural rubber. In contrast, the other two polymers did not completely dissolve in any organic solvent, and their thermal stability was lower.
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References
A. Niki, T. Masuda, and T. Higashimura, J. Polym. Sci., Part A: Polym. Chem., 25, 1533 (1987).
K. Tsuchihara, T. Masuda, and T. Higashimura, Macromolecules, 25, 5816 (1992).
H. J. Lucus and E. R. Kennedy, Org. Syn., Coll. Vol. 1, 2nd ed., p. 144 (1961).
K. sonogashira, Y. Sohda, and N. Hagihara, Tetrahedron Lett., 93, 253 (1975).
D. D. Perrin, W. L. F. Armarego, and D. R. Perrin, Purification of Laboratory Chemicals, 2nd ed., Pergamon Press, Oxford, 1980.
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Tachimori, H., Masuda, T., Kouzai, H. et al. Synthesis and properties of poly(diphenylacetylenes) having ether linkages. Polymer Bulletin 32, 133–140 (1994). https://doi.org/10.1007/BF00306379
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DOI: https://doi.org/10.1007/BF00306379