Sh. Hsiao et al., SYNTHESIS AND PROPERTIES OF POLY(ETHER IMIDE)S DERIVED FROM 4,4'-(1,5-NAPHTHYLENEDIOXY)DIPHTHALIC ANHYDRIDE AND VARIOUS AROMATIC DIAMINES, Macromolecular chemistry and physics, 198(7), 1997, pp. 2153-2162
A naphthalene unit-containing bis(ether anhydride), 4,4'-(1,5-naphthyl
enedioxy)-diphthalic anhydride, was prepared in three steps starting f
rom the nucleophilic nitro-displacement reaction of 1,5-dihydroxynapht
halene and 4-nitrophthalonitrile in N,N-dimethylformamide (DMF) soluti
on in the presence of potassium carbonate. High-molar-mass aromatic po
ly(ether imide)s were synthesized using a two-stage polymerization pro
cess from the bis(ether anhydride) and ten aromatic diamines. The inte
rmediate poly(ether amic acid)s had inherent viscosities of 0,66-1,27
dL/g. The films of poly(ether imide)s derived from some diamines, such
as p-phenylenediamine, benzidine, and bis[4- (4-aminophenoxy)phenyl]
ether, crystallized and embrittled during the thermal imidization proc
ess. The other poly(ether imide)s were amorphous materials and could b
e fabricated into transparent, flexible, and tough films. These poly(e
ther imide) films had yield strengths of 111-125 MPa, tensile strength
s of 96-150 MPa, elongations to break of 10-38%, and initial moduli of
1,6-2,4 GPa. All of these polymers were insoluble in organic solvents
, except for that derived from 2,2-bis[(4-aminophenoxy)phenyl]propane.
Their T-g's were recorded in the range of 226-265 degrees C by DSC. T
hermogravimetric analysis (TG) showed that all the polymers were stabl
e up to 535 degrees C in both air and nitrogen atmosphere.