Synthesis and gas permeability of poly(<Emphasis Type="Italic">p</Emphasis>-phenyleneethynylene)s having bulky alkoxy or alkyl groups |
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Authors: | Toshikazu Sakaguchi Kota Sanada Chihiro Nakasuji Tamotsu Hashimoto |
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Affiliation: | (1) Department of Materials Science and Engineering, Graduate School of Engineering, University of Fukui, Bunkyo 3-9-1, Fukui 910-8507, Japan |
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Abstract: | Dipropynylbenzene with branched alkoxy and alkyl groups CH3C≡CRC6H2RC≡CCH3, R = 2-methylpropoxy (1a), 3-methylbutoxy (1b), 4-methylpentoxy (1c), cyclohexylmethoxy (1d), 2-ethylhexoxy (1e), 2-octoxy (1f), 2-ethylhexyl (1g), and 2-octyl (1h)] were polymerized with Mo(CO)6 in the presence of 4-(trifluoromethyl)phenyl to afford poly(2,5-di(alkoxy or alkyl)-p-phenyleneethynylene)s (2a–h). Polymer 2a was insoluble in any solvents, but the other polymers (2b–h) were soluble in common organic solvents. The polymers with relatively long side chains (2e–h) had high molecular weight over 1.6 × 104 and gave free-standing membranes by solution-casting method. The densities of membranes of 2e–h were 0.914–0.998, and their fractional-free volume values were relatively large (0.094–0.158). The oxygen permeability coefficients
of membranes of 2e–h were 18.4, 12.7, 4.85, and 19.3 barrers, respectively. It was found that poly(p-phenyleneethynylene) with 2-octyl side groups, which have the branch at the nearest position from main chain, exhibited the
highest gas permeability. |
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