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Title
| - Dodecylated Large Fullerenes: An Unusual Class ofSolids
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Abstract
| - Large fullerenes can be solubilized by reductive alkylation.Dipolar dephasing, magic angle spinning nuclear magnetic resonancespectra depict unusual motional behavior by the attached dodecyl groupshowing widely varying degrees of motional freedom. High-resolutiontransmission electron microscopy images reveal dodecyl groups attachedto large fullerenes.
- The large fullerenes that are formed during the synthesis of C60 by the arc discharge technique can be solubilized by reductivealkylation. The mass range of dodecylated large fullerenes determinedby laser desorption ionization, time-of-flight mass spectrometry wasfound to be 650−3500 amu. The solubility of the dodecylatedlarge fullerenes in chloroform is 15.7 g/L as measured by near-infraredspectroscopy. High-resolution transmission electron microscopy imagesshow the expected nontubular, ring-shaped contrast resembling largefullerenes attached to dodecyl groups. The dodecylated large fullereneshave distinctly different behavior than regular organic moleculesin dipolar dephasing, magic angle spinning nuclear magnetic resonance(13C MAS NMR) experiments. Thermal gravimetric analysisand 13C MAS NMR experiments indicate that there is 1 dodecylgroup for every 23 sp2 fullerene carbon atoms, that thequaternary aliphatic carbons generated upon dodecylation give signalsconsiderably more shielded than those in alkylated C60 andC70 but similar to the quaternary aliphatic signals indodecylated single-walled carbon nanotubes, and that the dodecyl groupsin the dodecylated large fullerenes exhibit widely varying degreesof motional freedom. The last characteristic was unexpected and apparentlyresults from a combination of dodecyl groups in void spaces of varyingsize and dodecyl groups on molecules that tumble at various rates.
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Alternative Title
| - Dodecylated Large Fullerenes
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