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Synthesis and characterization of new soluble poly(ester‐imide)s containing noncoplanar 2,2′‐dimethyl‐4,4′‐biphenylene unit
Author(s) -
Liaw DerJang,
Fan ChiLung,
Lin ChiCheng,
Wang KunLi
Publication year - 2004
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.20173
Subject(s) - imide , thionyl chloride , polymer chemistry , acryloyl chloride , trimellitic anhydride , condensation polymer , chemistry , glass transition , pyridine , biphenylene , diimide , organic chemistry , chloride , materials science , polymer , monomer , phenylene , acrylate , perylene , molecule
Abstract A new diimide–diacid chloride (3) containing a noncoplanar 2,2′‐dimethyl‐4,4′‐biphenylene unit was synthesized by treating 2,2′‐dimethyl‐4,4′‐diamino‐biphenylene with trimellitic anhydride followed by refluxing with thionyl chloride. Various new poly(ester‐imide)s were prepared from 3 with different bisphenols by solution polycondensation in nitrobenzene using pyridine as hydrogen chloride quencher at 170°C. Inherent viscosities of the poly(ester‐imide)s were found to range between 0.31 and 0.35 dL g −1 . All of the poly(ester‐imide)s, except the one containing pendent adamantyl group 5e, exhibited excellent solubility in the following solvents: N , N ‐dimethylformamide, tetrahydrofuran, tetrachloroethane, dimethyl sulfoxide, N , N ‐dimethylacetamide, N ‐methyl‐2‐pyrrolidinone, m ‐cresol, o ‐chlorophenol, and chloroform. The polymers showed glass‐transition temperatures between 166 and 226°C. The 10% weight loss temperatures of the poly(ester‐imide)s, measured by TGA, were found to be in the range between 415 and 456°C in nitrogen. © 2004 Wiley Periodicals, Inc. J Appl Polym Sci 92: 2486–2493, 2004