Various enaryloxynitriles-terminated reactive polymer precursors containing
rigid aromatic units were prepared from various diamines and 1-(p-formylph
enyl)-1-phenyl-2,2-dicyanoethene (1). Arylate end-capped model compounds li
nked with azomethine bond were also prepared by reacting p-formylphenyl ben
zoate with diamines to compare the curing ability. The oligomers were highl
y soluble in polar aprotic solvents such as N,N-dimethylformamide, dimethyl
sulfoxide and N-methyl-2-pyrrolidinone. They generally showed an exothermic
curing process between 280-350 degrees C, attributable to the thermal cros
slinking of the dicyanovinyl group in DSC analysis, and no weight loss at c
uring temperature. Upon heating the polymer precursors, heat-resistant and
insoluble network polymers were obtained. Thermogravimetric analyses of the
precursors containing rigid aromatic units showed thermal stability with a
77-92% residual weight at 500 degrees C under nitrogen.