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Organosoluble optically transparent poly(ether imide)s based on a tert ‐butylhydroquinone bis(ether anhydride)
Author(s) -
Yang ChinPing,
Hsiao ShengHuei,
Yang HueiWen
Publication year - 2000
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(20000201)201:4<409::aid-macp409>3.0.co;2-8
Subject(s) - ether , polymer chemistry , imide , chemistry , glass transition , solvent , hydrolysis , amide , monomer , thermal stability , organic chemistry , polymer
A novel bis(ether anhydride) monomer, 1,4‐bis(3,4‐dicarboxyphenoxy)‐2‐ tert ‐butylbenzene dianhydride, was synthesized from the nitro displacement of 4‐nitrophthalodinitrile by the phenoxide ion of tert ‐butylhydroquinone, followed by alkaline hydrolysis of the intermediate bis(ether dinitrile) and dehydration of the resulting bis(ether diacid). A series of colorless and organosoluble poly(ether imide)s (PEIs) bearing pendent tert ‐butyl groups were prepared from the bis(ether anhydride) with various aromatic diamines via a conventional two‐stage process that included ring‐opening polyaddition to form the poly(amic acid)s followed by chemical or thermal cyclodehydration to the PEIs. The inherent viscosities of these PEIs are in the range of 0.70–1.44 dL/g. Most PEIs show excellent solubilities in amide polar solvents, m ‐cresol and chlorohydrocarbons. The glass transition temperatures ( T g ) of these PEIs were recorded between 217–278°C, and the decomposition temperatures at 10% weight loss are all above 460°C in air or nitrogen atmosphere. Solvent‐cast films have high tensile moduli and strengths. The PEIs obtained from long chain diamines exhibit high extension to break.