A novel fullerene pearl-necklace polymer, poly(4,4′-carbonylbisphenylene trans-2-fullerenobisacetamide), was synthesized by a direct polycondensation of trans-2-fullerenobisacetic acid with 4,4′-diaminobenzophenone in the presence of large excesses of triphenyl phosphite and pyridine. In the present polymer, fullerene pearls and diamine linkers were attached to each other by methanocarbonyl connectors. The molecular weight Mw of the polymer was determined to be 4.5×104 on the basis of the TOF-MS, and a GPC analysis of the polymer using polystyrene standards showed a weight-average molecular weight of 15.3×104. The UV-vis spectrum of the resultant polymer in N,N-dimethylacetamide (DMAc) exhibited a broad absorption (λmax 310 nm, ε 2.1×104 L·mol-1·cm-1), tailing to longer wavelengths, and a fluorescence peak centered at 550 nm was observed in DMAc. There was observed a large downfield-shift of the cyclopropane methyne proton in the 1H-NMR spectra from 4.57 ppm of the ethyl ester to 5.78 ppm of the polyamide. These observations indicate that the present polyamide is a high-molecular-weight fullerene pearl-necklace polymer and that the cyclopropane rings are efficient to make the fullerene cages and the diamine components conjugatable.
|Number of pages||6|
|Journal||Journal of Polymer Science, Part A: Polymer Chemistry|
|Publication status||Published - 1999 Sep 15|
ASJC Scopus subject areas
- Polymers and Plastics
- Organic Chemistry
- Materials Chemistry