ABSTRACT:[60]Fullerene bisphenol 1 was allowed to react with equimolar amounts of dibasic acid dichlorides at room temperature, to afford linear polyesters 3 and 4 containing the [60]fullerene moiety in the main chain. These polyesters were characterized by micro ATR-IR spectroscopy and TG analysis. They were soluble in N,N-dimethylformamide (DMF) and weight-average molecular weight (Mw) There are two general fullerene-containing copolymers2: 1) Bracelet polymers to which fullerenes are attached, but are not part of the backbone and 2) pearlnecklace polymers whose fullerenes are part of the backbone.Comparing these copolymers, pearl-necklace copolymers may retain fullerene properties in the bulk state, because fullerene moieties line up densely and alternatively on the backbone. However, most pearl-necklace fullerene copolymers could not be dissolved in any solvent at all because of their cross-linking, and molecular weight was difficult to determine. 8 Moreover, the conditions of polymerization in most cases require high temperature and/or strong reagents. 9 • 10 Thus, few studies have been reported on the synthesis and characterization of copolymers.Since we recently developed a reliable and selective synthetic method for [ 6O]fullerene derivative 1 possessing two phenol moieties on the nanoparticle surface, 11 we were prompted to take the advantage of high reactivity on the hydroxy groups, as a monomer, and make soluble linear pearl-necklace type polyesters (Scheme 1). This paper reports the polymerization of the soluble alternative pearl-necklace polyesters under mild conditions and characterizes their properties.
EXPERIMENT AL
MaterialsThe most readily available monomer, (A,H)-regioisomer 1, 12 was isolated and purified by the reported method. 11 Isophthaloyl chloride, terephthaloyl chloride, and sebacoyl chloride were of highest grade, and other chemicals were of reagent grade. They were obtained commercially and used without further purification.
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