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• Fullerenes consist of 20 hexagonal and 12 pentagonal
rings as the basis of an icosohedral symmetry closed
cage structure.
• Each carbon atom is bonded to three others and is sp²
hybridized.
• Molecule with the largest number of symmetry
operations, the most symmetric molecule - 120
symmetry operations
- C60, “Buckminsterfullerene" is a molecule that consists of 60
carbon atoms,
arranged as 12 pentagons and 20 hexagons.
- The shape is the same as that of a soccer ball: the black
pieces of leather are the pentagons, the hexagons are
white.
• The C60 molecule is highly symmetric, that means one can
find many transformations that map the molecule onto itself.
• Symmetry operations for a molecule are rotations around an
axis, reflections in a plane, and sometimes so called
inversions.
• All symmetry operations must leave the center of mass of the
molecule in place, so all rotation axes and mirror planes must
go through that point.
• Got three kinds of rotation axes.
• Fullerenes are stable, but not totally
unreactive.
• The sp2-hybridized carbon atoms, which are at
their energy minimum in planar graphite, must
be bent to form the closed sphere or tube,
which produces angle strain.
• Fullerene is electrophilic addition at 6,6-
double bonds, which reduces angle strain
by changing sp2-hybridized carbons into
sp3-hybridized ones. The change in
hybridized orbitals causes the bond angles
to decrease from about 120° in the
sp2 orbitals to about 109.5° in the
sp3 orbitals. This decrease in bond angles
allows for the bonds to bend less when
closing the sphere or tube, and thus, the
molecule becomes more stable.
• Fullerenes are sparingly soluble in
many solvents - aromatics, such
as toluene and carbon disulfide
PHYSICAL PROPERTIES OF
FULLERENE (C60)
1. Do not
dissolve in
water
Fullerenes do not dissolve in
water.
However, it is soluble in
many organic substances
like toluene and carbon
disulphide. This produces a
solution with deep purple
colour.
2. Cannot
conduct
electricity
No movement of electrons
available from one molecule
to the next.
Although it does contain
delocalised electrons, the
electrons are not capable to
move from one C60 to the
next because of the
symmetrical nature of C60
The exception could be the
nano-tubes that are capable
of conducting electricity
along their length.
These are the subjects of
some experiments in
microelectronics.
3. Soft and
slippery
Few covalent bonds
holding the molecules
together but only weak
Van Der Waal’s forces
between the molecules
4. Brittle
Fullerenes are soft and
weak crystals, typical of
covalent substances.
5. Low melting
point solids
Typical of covalent crystals
where only Van der Waal’s
forces have to be broken
for melting.
FULLERENE:
APPLICATIONS
Cancer treatment
• The surface of fullerene can be ‘decorated’ by
chemotherapeutic agents
• An antibody is attached (detect the unique chemical
signature of cancer cell)
• Propel it towards cancerous cells and attach to the
surface of tumour
• Deliver its payload
As superconductor
• The pure C60 grows in a lattice and is an insulator.
• By placing alkali atoms in the interstitials the crystal
becomes metallic and eventually superconducting at low
temperatures.
HIV-1 protease (enzyme
responsible for the development of
the virus)
• Water-soluble derivatives of fullerenes can inhibit it
• Useful in fighting viruses that lead to AIDS
Carbon nanotubes
• Have electrical conductivity 10x better than copper and
100x than steel
• Used in replacing silicon
• Used in synthesis of new compounds that allow
unstable substances to become stabilized when
incorporated within the tubes
THANK
YOU

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Fullerene

  • 1.
  • 2. • Fullerenes consist of 20 hexagonal and 12 pentagonal rings as the basis of an icosohedral symmetry closed cage structure. • Each carbon atom is bonded to three others and is sp² hybridized. • Molecule with the largest number of symmetry operations, the most symmetric molecule - 120 symmetry operations
  • 3. - C60, “Buckminsterfullerene" is a molecule that consists of 60 carbon atoms, arranged as 12 pentagons and 20 hexagons. - The shape is the same as that of a soccer ball: the black pieces of leather are the pentagons, the hexagons are white.
  • 4. • The C60 molecule is highly symmetric, that means one can find many transformations that map the molecule onto itself. • Symmetry operations for a molecule are rotations around an axis, reflections in a plane, and sometimes so called inversions. • All symmetry operations must leave the center of mass of the molecule in place, so all rotation axes and mirror planes must go through that point. • Got three kinds of rotation axes.
  • 5.
  • 6.
  • 7. • Fullerenes are stable, but not totally unreactive. • The sp2-hybridized carbon atoms, which are at their energy minimum in planar graphite, must be bent to form the closed sphere or tube, which produces angle strain.
  • 8. • Fullerene is electrophilic addition at 6,6- double bonds, which reduces angle strain by changing sp2-hybridized carbons into sp3-hybridized ones. The change in hybridized orbitals causes the bond angles to decrease from about 120° in the sp2 orbitals to about 109.5° in the sp3 orbitals. This decrease in bond angles allows for the bonds to bend less when closing the sphere or tube, and thus, the molecule becomes more stable. • Fullerenes are sparingly soluble in many solvents - aromatics, such as toluene and carbon disulfide
  • 10. 1. Do not dissolve in water Fullerenes do not dissolve in water. However, it is soluble in many organic substances like toluene and carbon disulphide. This produces a solution with deep purple colour.
  • 11. 2. Cannot conduct electricity No movement of electrons available from one molecule to the next. Although it does contain delocalised electrons, the electrons are not capable to move from one C60 to the next because of the symmetrical nature of C60 The exception could be the nano-tubes that are capable of conducting electricity along their length. These are the subjects of some experiments in microelectronics.
  • 12. 3. Soft and slippery Few covalent bonds holding the molecules together but only weak Van Der Waal’s forces between the molecules
  • 13. 4. Brittle Fullerenes are soft and weak crystals, typical of covalent substances.
  • 14. 5. Low melting point solids Typical of covalent crystals where only Van der Waal’s forces have to be broken for melting.
  • 16. Cancer treatment • The surface of fullerene can be ‘decorated’ by chemotherapeutic agents • An antibody is attached (detect the unique chemical signature of cancer cell) • Propel it towards cancerous cells and attach to the surface of tumour • Deliver its payload
  • 17. As superconductor • The pure C60 grows in a lattice and is an insulator. • By placing alkali atoms in the interstitials the crystal becomes metallic and eventually superconducting at low temperatures.
  • 18. HIV-1 protease (enzyme responsible for the development of the virus) • Water-soluble derivatives of fullerenes can inhibit it • Useful in fighting viruses that lead to AIDS
  • 19. Carbon nanotubes • Have electrical conductivity 10x better than copper and 100x than steel • Used in replacing silicon • Used in synthesis of new compounds that allow unstable substances to become stabilized when incorporated within the tubes