Process for fullerene functionalization

Cahill, Paul A; Henderson, Craig C

Process for fullerene functionalization

Patent · Sun Jan 01 04:00:00 EST 1995

OSTI ID:870204

Cahill, Paul A ^[1]; Henderson, Craig C ^[2]

Albuquerque, NM
Dublin, CA

Di-addended and tetra-addended Buckminster fullerenes are synthesized through the use of novel organoborane intermediates. The C.sub.60, C.sub.70, or higher fullerene is reacted with a borane such as BH.sub.3 in a solvent such as toluene to form an organoborane intermediate. Reaction of the organoborane such as hydrolysis with water or alcohol results in the product di-addended and tetra-addended fullerene in up to 30% yields. Dihydrofullerenes and tetrahydrofullerenes are produced by the process of the invention.

Research Organization:: AT & T CORP

DOE Contract Number:: AC04-76DP00789

Assignee:: Sandia Corporation (Albuquerque, NM)

Patent Number(s):: US 5475172

OSTI ID:: 870204

Country of Publication:: United States

Language:: English

References (13)

Synthesis of a fullerene derivative for the inhibition of HIV enzymes Sijbesma, R.; Srdanov, G.; Wudl, F. Journal of the American Chemical Society, Vol. 115, Issue 15 https://doi.org/10.1021/ja00068a006	journal	July 1993
Synthesis and virucidal activity of a water-soluble, configurationally stable, derivatized C60 fullerene Schinazi, R. F.; Sijbesma, R.; Srdanov, G. Antimicrobial Agents and Chemotherapy, Vol. 37, Issue 8 https://doi.org/10.1128/AAC.37.8.1707	journal	August 1993
Hydrogenation of buckminsterfullerene C60 via Hydrozirconation: A new way to organofullerenes Ballenweg, Stephan; Gleiter, Rolf; Krätschmer, Wolfgang Tetrahedron Letters, Vol. 34, Issue 23 https://doi.org/10.1016/S0040-4039(00)79214-8	journal	June 1993
C ₆₀ , C ₇₀ , C ₇₆ , C ₇₈ and C ₈₄ : numbering, π-bond order calculations and addition pattern considerations Taylor, Roger J. Chem. Soc., Perkin Trans. 2, Issue 5 https://doi.org/10.1039/P29930000813	journal	January 1993
Versatile nitronium chemistry for C60 fullerene functionalization Chiang, Long Y.; Upasani, Ravi B.; Swirczewski, John W. Journal of the American Chemical Society, Vol. 114, Issue 26 https://doi.org/10.1021/ja00052a010	journal	December 1992
Formation of fullerols via hydroboration of fullerene–C ₆₀ Schneider, Natalie S.; Darwish, Adam D.; Kroto, Harold W. J. Chem. Soc., Chem. Commun., Issue 4 https://doi.org/10.1039/C39940000463	journal	January 1994
Efficient production of C60 (buckminsterfullerene), C60H36, and the solvated buckide ion Haufler, R. E.; Conceicao, J.; Chibante, L. P. F. The Journal of Physical Chemistry, Vol. 94, Issue 24 https://doi.org/10.1021/j100387a005	journal	November 1990
Inhibition of the HIV-1 protease by fullerene derivatives: model building studies and experimental verification Friedman, Simon H.; DeCamp, Dianne L.; Sijbesma, Rint P. Journal of the American Chemical Society, Vol. 115, Issue 15 https://doi.org/10.1021/ja00068a005	journal	July 1993
FULLERENE BIOACTIVITY: C derivative inhibits AIDS viruses Baum, Rudy Chemical & Engineering News Archive, Vol. 71, Issue 31 https://doi.org/10.1021/cen-v071n031.p003	journal	August 1993
C60: Buckminsterfullerene Kroto, H. W.; Heath, J. R.; O'Brien, S. C. Nature, Vol. 318, Issue 6042 https://doi.org/10.1038/318162a0	journal	November 1985
Progress in the design of selectors for buckminsterfullerene Welch, Christopher J.; Pirkle, William H. Journal of Chromatography A, Vol. 609, Issue 1-2 https://doi.org/10.1016/0021-9673(92)80152-K	journal	September 1992
The chemistry of fullerenes Taylor, Roger; Walton, David R. M. Nature, Vol. 363, Issue 6431 https://doi.org/10.1038/363685a0	journal	June 1993
Solid C60: a new form of carbon Krätschmer, W.; Lamb, Lowell D.; Fostiropoulos, K. Nature, Vol. 347, Issue 6291 https://doi.org/10.1038/347354a0	journal	September 1990

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Buckminster fullerenes
alcohol
bhsub3
borane
buckminster
csub60
csub70
di-addended
dihydrofullerenes
form
fullerene
fullerenes
functionalization
hydrolysis
intermediate
intermediates
novel
novel organoborane intermediates
organoborane
process
produced
product
reacted
reaction
results
solvent
synthesized
tetra-addended
tetrahydrofullerenes
toluene
water
yields

Process for fullerene functionalization

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References (13)

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