Summary
The recent synthesis and macroscopic isolation of C60 (buckminsterfullerene) has stimulated interest in its properties and chemical reactivity. Fullerenes are known to be attacked by nucleophiles and it has been reported that they react with small amines. There is, however, no report on the reaction of fullerenes with polymeric amines. Fullerenes were found to add to amine containing flexible hydrocarbon polymers such as ethylene propylene terpolymer (EPDM-amine) to obtain novel C60 functionalized polymers. These materials are soluble in common solvents. The reaction of the fullerene and polymer was followed by infra-red spectroscopy and viscosity measurements.
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Our C60 preparation was reported earlier, see Cox DM, Behal S, Disko M, Gorun SM, Greaney M, Hsu CS, Kollin E, Millar J, Robbins J, Robbins W, Sherwood RD, Tindall P, (1991) J. Am. Chem. Soc. 113:2940 (The fullerene materials used in this work were obtained from Strem Chemical Company)
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The EPDM-amine samples used for this study had Mn of 20,000 and contained 39% ethylene by weight. Elemental analysis (Microanalysis, Inc., Wilmington, DE) gave 0.05% N, or one amine per polymer chain on average.
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About 4% of the product was insoluble in xylene, presumably due to chain extension or crosslinking.
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Patil, A.O., Schriver, G.W., Carstensen, B. et al. Fullerene functionalized polymers. Polymer Bulletin 30, 187–190 (1993). https://doi.org/10.1007/BF00296848
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DOI: https://doi.org/10.1007/BF00296848