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Synthesis of a novel [60]fullerene pearl-necklace polymer, poly(4,4′-carbonylbisphenylene trans-2-[60]fullerenobisacetamide)

✍ Scribed by Lixin Xiao; Hidekazu Shimotani; Masaki Ozawa; Jing Li; Nita Dragoe; Kazuhiko Saigo; Koichi Kitazawa


Book ID
101274709
Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
163 KB
Volume
37
Category
Article
ISSN
0887-624X

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✦ Synopsis


A novel [60]fullerene pearl-necklace polymer, poly(4,4Ј-carbonylbisphenylene trans-2-[60]fullerenobisacetamide), was synthesized by a direct polycondensation of trans-2-[60]fullerenobisacetic acid with 4,4Ј-diaminobenzophenone in the presence of large excesses of triphenyl phosphite and pyridine. In the present polymer, [60]fullerene pearls and diamine linkers were attached to each other by methanocarbonyl connectors. The molecular weight M w of the polymer was determined to be 4.5 ϫ 10 4 on the basis of the TOF-MS, and a GPC analysis of the polymer using polystyrene standards showed a weight-average molecular weight of 5.3 ϫ 10 4 . The UV-vis spectrum of the resultant polymer in N,N-dimethylacetamide (DMAc) exhibited a broad absorption ( max 310 nm, 2.1 ϫ 10 4 L ⅐ mol Ϫ1 ⅐ cm Ϫ1 ), tailing to longer wavelengths, and a fluorenscence peak centered at 550 nm was observed in DMAc. There was observed a large downfield-shift of the cyclopropane methyne proton in the 1 H-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 [60]fullerene pearl-necklace polymer and that the cyclopropane rings are efficient to make the [60]fullerene cages and the diamine components conjugatable.


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