Synthesis, Stability and Spectroscopy of Perdeuterofulleranes: C60D36 and C70D38 Evidences of Isotope Effects
Perdeuterated fulleranes C60D36 and C70D38 were synthesized by the action of deuterium chloride on zinc dust. The atomic deuterium formed on the surface of the Zn granules was effective in deuterating C60 and C70 fullerenes in solution. The chemical structure of the perdeuterated fulleranes was studied in comparison to the corresponding hydrogenated derivatives C60H36 and C70H38 by electronic absorption spectroscopy and FT-IR spectroscopy. With the latter analytical technique the isotope effect on the infrared spectra was studied in detail. The thermal stability of the perdeuterated fullerenes shows a remarkable isotope effect in comparison to hydrogenated fullerenes as measured by thermogravimetry and differential thermal analysis. Even the oxidation resistance to air appeared improved in the case of the perdeuterated fullerenes.
KeywordsDust Benzene Toluene Rubber Polycyclic Aromatic Hydrocarbon
The present research work has been supported by grant AYA2007-64748 from the Spanish Ministerio de Ciencia e Innovacion.
- Avent AG, Darwish AD, Heimbach DK, Kroto HW, Meidine MF, Parsons JP, Remars C, Roers R, Ohashi O, Taylor R, Walton DRM (1994) J Chem Soc Perkin Trans 2:15Google Scholar
- Avram M, Mateescu GhD (1972) Infrared spectroscopy applications in organic chemistry. Wiley-Interscience, New YorkGoogle Scholar
- Brydson JA (1978) Rubber chemistry. Applied Science, LondonGoogle Scholar
- Colthup NB, Daly LH, Wiberley SE (1990) Introduction to infrared and Raman Spectroscopy, 3rd edn. Academic, San Diego, CA, pp 152–155Google Scholar
- Friedel RA, Orchin M (1951) Ultraviolet spectra of aromatic compounds. Wiley, New York, Spectra 13Google Scholar
- Kerr JA (1987) Bond strength in diatomic molecules. In: Weast RC (ed) CRC handbook of chemistry and physics, 68th edn. CRC Press, Boca Raton, FL, p F170Google Scholar
- Kohen A, Limbach HH (2006) Isotope effects in chemistry and biology. CRC Press/Taylor & Francis, Boca Raton, FLGoogle Scholar
- Peera AA, Alemany LB, Billups WE (2004) Appl Phys A78:995Google Scholar
- Perkampus HH (1992) UV–VIS atlas of organic compounds. VCH, WeinheimGoogle Scholar
- Reichardt C (2003) Solvents and solvent effects in organic chemistry. Weinheim, Wiley-VCHGoogle Scholar
- Shaw AM (2006) Astrochemistry. Wiley, ChichesterGoogle Scholar
- Silverstein RM, Bassler GC, Morrill TC (1981) Spectrometric identification of organic compounds, 4th edn. Wiley, New York, p 313Google Scholar