Je. Wang et al., SYNTHESIS AND CHARACTERIZATION OF NEW POLY(N-1-ADAMANTYLMALEIMIDE) AND POLY(N-1-DIAMANTYLMALEIMIDE), Journal of polymer science. Part A, Polymer chemistry, 34(16), 1996, pp. 3345-3354
N-1-Diamantylmaleimide was synthesized by reaction of maleic anhydride
with 1-aminodiamantane, followed by dehydration with acetic anhydride
and sodium acetate. Poly(N-adamantylmaleimide) (IIa) and poly(N-1-dia
mantylmaleimide) (IIb) were polymerized using 2,2'-azobisisobutyronitr
ile (AIBN) as an initiator under different experimental conditions suc
h as various initiator concentrations, solvents, polymerization temper
atures, and polymerization times. Polymerizations of N-1-adamantylmale
imide in benzene at 60 degrees C or in bulk gave polymers with molecul
ar weights (2000-9500). The experimental results indicated that the pr
opagation may be interrupted by steric hindrance of bulky and rigid su
bstituents such as the adamantyl or diamantyl groups. In addition, the
effect of chain transfer to monomer contributes to the relatively low
activation energy. The glass transition temperatures of Ia and Ib wer
e 204 and 216 degrees C, respectively. The temperatures at 5% weight l
oss of the polymers IIa and IIb were above 412 degrees C. (C) 1996 Joh
n Wiley & Sons, Inc.