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Synthesis and properties of new aromatic noncyclic poly(imide‐amide)s from N , N ‐bis(aminobenzoyl)anilines and aromatic dicarboxylic acids
Author(s) -
Park Ki Hong,
Watanabe Shinji,
Kakimoto Masaaki,
Imai Yoshio
Publication year - 1998
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19980301)199:3<409::aid-macp409>3.0.co;2-7
Subject(s) - imide , chemistry , polymer chemistry , polyamide , condensation polymer , diamine , amide , monomer , dicarboxylic acid , dimethyl sulfoxide , organic chemistry , amine gas treating , polymer
Two dianilines containing the noncyclic N ‐phenylimide group, 4,4′‐ and 3,4′‐diamino‐( N,N ‐dibenzoylaniline), were synthesized as new diamine monomers. The low‐temperature solution polycondensation of the diamines with aromatic dicarboxylic acid chlorides afforded poly(imide‐amide)s with inherent viscosities of 0.14–0.44 dL/g. The noncyclic N ‐phenylimide unit in the diamines could be cleaved by nucleophilic attack at the amine function at high temperature. The noncyclic poly(imide‐amide)s are soluble in polar solvents such as N,N ‐dimethylacetamide, N ‐methyl‐2‐pyrrolidone, and dimethyl sulfoxide. The polymers have glass transition temperatures and temperatures of 10% weight loss in air in the range of 195–265°C and 405–430°C, respectively.