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Synthesis of new alicyclic polyimides by Diels-Alder polymerization

✍ Scribed by Jun Ho Chi; Gyo Jic Shin; Yong Seok Kim; Jin Chul Jung


Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
182 KB
Volume
106
Category
Article
ISSN
0021-8995

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✦ Synopsis


Abstract

Four new alicyclic poly{arylene‐9,10‐di[4‐(methyloxy)phenyloxy]‐1,2,3,4,5,6,7,8‐octahydroanthracene‐2,3,6,7‐tetracarboxdiimide}s (APIs) were prepared at 80°C in the presence of NaI in DMSO by the in situ Diels‐Alder polymerization of 1,4‐bis[4‐(methyloxy)phenyloxy]‐2,3,6,7‐tetrakis(bromomethyl)benzene (MPBB) with four arylenebismaleimides (AMIs). The stereochemical isomerisms measured for the model compound DPAI and MDA‐PI by HETCOR spectroscopy and ^1^H‐NMR spectroscopy, respectively, revealed that DPAI and APIs presumably have only one trans‐bis‐endo‐configuration. Inherent viscosities of APIs varied in the 0.20–0.41 dL/g range. Solubility tests revealed that in spite of the alicyclic units incorporated the APIs were only marginally soluble in polar organic solvents. In TGA in N~2~ the APIs began to decompose at temperatures higher than 380°C, revealing two‐step pyrolysis behavior. 4‐(Methyloxy)phenyloxy side groups were believed to degrade in the lower temperature range. In DSC and wide‐angle X‐ray diffractometry APIs all appeared completely amorphous and in UV‐Vis spectroscopy both DPAI and APIs were transparent at wavelengths longer than 375 nm. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007


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