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Synthesis and gas permeation properties of poly(diarylacetylene)s having substituted and twisted biphenyl moieties
Authors:Yanming Hu  Toshiyuki Shimizu  Kyohei Hattori  Masashi Shiotsuki  Fumio Sanda  Toshio Masuda
Institution:1. Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Nishikyo‐ku, Kyoto 615‐8510, Japan;2. State Key Laboratory of Fine Chemicals, Department of Polymer Science and Engineering, School of Chemical Engineering, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012, China
Abstract:Diarylacetylene monomers containing substituted biphenyl ( 1a – f ) and anthryl ( 1g ) groups were synthesized and then polymerized with TaCl5n‐Bu4Sn catalyst to produce the corresponding poly(diarylacetylene)s ( 2a – g ). Polymers 2a – f were soluble in common organic solvents such as cyclohexane, toluene, and chloroform. According to thermogravimetric analysis, the onset temperatures of weight loss of the polymers were over 400 °C in air, indicating considerably high thermal stability. Free‐standing membranes 2a and 2c – e were prepared by the solution casting method. Desilylation of Si‐containing membrane 2c was carried out with trifluoroacetic acid to afford 3c . All the polymer membranes, especially those having twisted biphenyl groups, exhibited high gas permeability; for example, their oxygen permeability (PO 2) values ranged from 130 to 1400 barrers. Membrane 2d having two chlorine atoms in the biphenyl group showed the highest gas permeability (PO 2 = 1400 barrers) among the present polymers. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 861–868, 2010
Keywords:gas permeation  membranes  polyacetylenes
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