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Synthesis and Properties of Novel Cardo Aromatic Poly(ether oxadiazole)s and Poly(ether‐amide oxadiazole)s
Author(s) -
Hsiao ShengHuei,
He MingHsiang
Publication year - 2001
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 - 10.1002/1521-3935(20011201)202:18<3579::aid-macp3579>3.0.co;2-o
Subject(s) - hydrazide , oxadiazole , polymer chemistry , ether , condensation polymer , glass transition , amide , materials science , solvent , polymer , chemistry , solubility , organic chemistry
A series of polyhydrazides and poly(amide hydrazide)s bearing ether and cardo groups were prepared from three bis(ether carboxylic acid)s, 1,1‐bis[4‐(4‐carboxyphenoxy)phenyl]cyclohexane, 5,5‐bis[4‐(4‐carboxyphenoxy)phenyl]‐4,7‐methanohexahydroindan and 9,9‐bis[4‐(4‐carboxyphenoxy)phenyl]fluorene, or their diacyl chlorides with terephthalic dihydrazide, isophthalic dihydrazide and p ‐aminobenzoyl hydrazide via the phosphorylation reaction or the low‐temperature solution polycondensation. The resulting hydrazide‐containing polymers exhibited inherent viscosities in the range of 0.35–0.71 dL·g –1 . All the hydrazide polymers were found to be amorphous as determined by X‐ray diffraction analysis and soluble in many organic polar solvents, and most of them afforded flexible and tough films by solvent casting. The hydrazide polymers had glass transition temperatures ( T g ) between 157 and 197°C. All hydrazide polymers could be thermally converted into the corresponding oxadiazole polymers approximately in the region of 270–370°C, as evidenced by the DSC thermograms. The oxadiazole polymers showed a slightly enhanced crystallinity and an increase of T g and a dramatically decreased solubility compared to their hydrazide prepolymers. They exhibited T g 's of 218–259°C and showed insignificant weight loss up to 450°C.