Y. Saegusa et al., SYNTHESIS AND CHARACTERIZATION OF N-PHENYLATED WHOLLY AROMATIC NONCYCLIC POLYIMIDES FROM N,N'-DIPHENYLPHTHALIMIDOYL CHLORIDES AND PHTHALIC ACIDS, Polymer Journal, 25(10), 1993, pp. 1099-1105
A novel class of polyimides, N-phenylated wholly aromatic non-cyclic p
olyimides, was synthesized by the low-temperature solution and two-pha
se phase-transfer catalyzed polycondensations of new aromatic bis(imid
oyl chloride)s, N,N'-diphenylisophthalimidoyl chloride and N,N'-diphen
ylterephthalimidoyl chloride, with aromatic dicarboxylic acids, isopht
halic acid and terephthalic acid. The resulting polyimides were all wh
ite in color and had reduced viscosities of 0.11-0.14 dl g-1. Compared
with the conventional polyimides having cyclic imide structures, thes
e N-phenylated non-cyclic polyimides exhibited better solubility in va
rious organic solvents, reduced crystallinity and lower glass transiti
on temperatures and thermal stability. The reduced viscosity of a typi
cal polyimide decreased rapidly upon UV light irradiation, indicating
the occurrence of photodegradation. Before the polymer synthesis, the
effects of reaction medium, organic and inorganic bases and phase-tran
sfer catalyst were studied on the solution and two-phase reactions of
N,N'-diphenylisophthalimidoyl chloride with benzoic acid.