Citation: Hai-xia Yang, Jin-gang Liu, Xiao-juan Zhao, Yan-feng Li, Lin Fan, Shi-yong Yang. HETEROAROMATIC POLYMERS — HIGH TEMPERATURE POLYPYRROLONES DERIVED FROM 2,6-BIS(3',4'-DIAMINOPHENYL)-4-BIPHENYLPYRIDINE AND VARIOUS AROMATIC DIANHYDRIDES[J]. Chinese Journal of Polymer Science, ;2005, 23(5): 521-529.
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A new type of aromatic tetraamine containing biphenyl moiety in the side chain was synthesized via a modified Chichibabin’s reaction. 3-Nitro-4-acetamidoacetophenone was reacted with 4-phenyl benzaldehyde in the presence of ammonium acetate to obtain 2,6-bis(3,4-diaminophenyl)-4-biphenyl pyridine (DPPA). A series of polypyrrolones (PPys) were prepared using tetraamine and various aromatic dianhydrides via a two-step cyclization procedure. All the PPys show excellent high temperature stabilities with the initial decomposition temperatures of 530-549℃ and residual weight ratio of 49%-80% at 750℃ in nitrogen. The polymers exhibit no apparent glass transition temperatures (Tgs) except PPy-1 (Tg = 327℃), which is derived from tetraamine DPPA and 2,2-bis[4-(3,4-dicarboxyphenoxy)-phenyl]propane dianhydride (BPADA). In addition, the polymers have acceptable mechanical properties with the tensile strength of 65-94 MPa. The PPy films show excellent hydrolysis-resistance in alkaline aqueous medium and could maintain most of the properties even after boiling in 10% aqueous sodium hydroxide solution for a week.
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